Category: 702641-04-1

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 702641-04-1

F. Isopropyl 5-TRIFLUOROMETHYL-2-IODOPHENYLACETATE A mixture OF 4-AMINOBENZOTRIFLUORIDE (100 g, 0.62 mol) and di-tert-butyl carbonate (150 G, 0.69 mol) in anhydrous THF (400 mL) is heated at reflux temperature for 6 hours and then cooled to room temperature. Most of the solvent is removed using a rotary evaporator and the non-volatile material that remains is triturated with water (1000 mL) to form a solid. The solid is isolated by filtration and washed with additional water (500 mL), then washed with hexanes (500 mL) to give 4- (BOC-amino) benzotrifluoride (m. p. 123-124C). 4- (BOC-AMINO) BENZOTRIFLUORIDE (143 g, 0.55 mol) is dissolved in anhydrous THF (800 mL) and cooled in a dry-ice/ethanol bath. A solution of TERT-BUTYLLITHIUM (709 mL of 1.7 M) in pentane is then slowly added via a dropping funnel. After the addition is complete, the reaction mixture is allowed to warm TO-30C and stirred, at that temperature, for 2 hours. The reaction mixture is cooled to-78C and an excess amount (100 g) of dry-ice is added. The reaction mixture is again allowed to warm TO-30C and stirring is continued for 2 hours AT-30C and then at room temperature overnight. The reaction is quenched by addition of saturated aqueous ammonium chloride (500 mL). The mixture is partitioned between 1 N HCI (500 mL) and EtOAc (500 mL). The organic layer is washed with brine (400 mL), dried (MGS04) and concentrated by rotary evaporator to give crude product which is purified by flash chromatography (10: 1 HEXANES/METHANOL) to give 4- (BOC-amino)-5- TRIFLUOROMETHYLBENZOIC ACID (m. p. 197-198C). 2- (BOC-AMINO)-5-TRIFLUOROMETHYLBENZOIC acid, obtained above (120 G) is dissolved in absolute ethanol (200 mL) and treated with 3 N HCI (80 mL). The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the pH of the remaining solution adjusted to pH 7 with 2 N NAOH solution. The mixture is extracted with EtOAc (500 mL), the organic layer is washed with brine (250 mL), dried (MGS04) and the solvent removed by rotary evaporator. The residue is purified by trituration with hexanes and filtration to give 5- trifluoromethylanthranilic acid (m. p. 191-192C). 5-Trifluoromethylanthranilic acid (43 G, 0.21 mol) is suspended in a mixture of concentrated HCI (40 mL) and water (240 mL), cooled to 0C and stirred. Sodium nitrite (18 g, 0.26 mol) is dissolved in water (50 mL) and slowly added taking care to maintain the temperature of the reaction mixture below 5C. Stirring is continued at 0C for 30 minutes. Potassium iodide (65 G, 0.39 mol) is dissolved in a mixture of concentrated H2SO4 (15 mL) and water (100 mL) and the solution is added dropwise to the reaction mixture while keeping the temperature below 10C. The mixture is then heated to 100C and stirred for 2 hours. After cooling to room temperature, the mixture is partitioned between EtOAc (750 mL) and saturated sodium bisulfite solution (500 mL). The organic layer is washed again with saturated sodium bisulfite solution (500 mL) and then brine (500 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzoic acid (m. p. 171- 172C). 5-Trifluoromethyl-2-iodobenzoic acid (50 g, 158 MMOL) is dissolved in anhydrous THF (200 mL) and cooled in an ice-salt bath until the temperature REACHES-5C. Borane-THF complex is added dropwise as a 1.0 M solution in THF (350 mL, 350 MMOL) AT-5C. After addition is complete, the reaction mixture is slowly warmed to room temperature and stirred for 12 hours. Water (40 mL) is carefully added dropwise (foaming) and the reaction mixture stirred for 30 minutes. Additional water (350 mL) is added and the mixture is concentrated by rotary evaporator to remove most of the THF. Additional water (250 mL) is added to form a precipitate, which is isolated by filtration to give 5-trifluoromethyl-2-iodobenzyl alcohol (m. p. 81-82C). 5-Trifluoromethyl-2-iodobenzyl alcohol (45 g, 0.15 mol) is dissolved in anhydrous ET20 (400 mL) and treated with phosphorous tribromide (41 mL, 0.15 mol) by dropwise addition. The reaction mixture is stirred at room temperature overnight and quenched by slow addition of water (150 mL). The organic layer is separated, washed with saturated aqueous NAHCO3 (250 mL), brine (250 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzyl bromide as an oil. A solution of 5-trifluoromethyl-2-iodobenzyl bromide (55 G, 0.15 mol) in EtOH (200 mL) is stirred at room temperature and a solution of sodium cyanide (16 g, 0.33 mol) in water (60 mL) is added. The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the residue partitioned between EtOAc (500 mL) and water (200 mL). The organic layer is washed with brine (250 mL), dried (MGS04) and the solvent is removed by rotary evaporator. The residue is purified …

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 702641-04-1,Some common heterocyclic compound, 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, molecular formula is C8H4F3IO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Borane-THF (1.0M solution in THF; 94 mL; 94 mmol) was added to a stirred solution of 2-iodo-5- (trifluoromethyl)benzoic acid (Intermediate 3, 2.97g; 9.4 mmol) in THF (300 mL) at 00C under N2- The reaction was heated at reflux for 90 min and then carefully quenched with 6N HCl until no further gas evolution. The reaction was diluted with H2O (250 mL) and extracted with EtOAc (3 x 250 mL). The combined extracts were washed with brine (300 mL), dried over MgStheta4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (0-25% EtOAc/hexanes gradient) to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid. LCMS = 285.0 (M – 17)+. lH NMR (CDCI3, 500 MHz): delta 7.97 (d, J = 8.3 Hz5 1 H), 7.79 (s, 1 H), 7.28 (d, J= 8.4 Hz, 1 H),4.75 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-5-(trifluoromethyl)benzoic acid, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2007/79186; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 702641-04-1, The chemical industry reduces the impact on the environment during synthesis 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, I believe this compound will play a more active role in future production and life.

Borane-THF (1.0M solution in THF; 94 mL; 94 mmol) was added to a stirred solution of 2-iodo-5- (trifluoromethyl)benzoic acid (Intermediate 7, 2.97g; 9.4 mmol) in THF (300 mL) at O0C under N2- The reaction was heated at reflux for 90 min and then carefully quenched with 6N HCl until no further gas evolution. The reaction was diluted with H2O (250 mL) and extracted with EtOAc (3 x 250 mL). The combined extracts were washed with brine (300 mL), dried over MgSO-J, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (0-25% EtOAc/hexanes gradient) to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid. LCMS = 285.0 (M – 17)+. lH NMR (CDCI3, 500 MHz): delta 7.97 (d, J= 8.3 Hz, 1 H), 7.79 (s, 1 H), 7.28 (d, J= 8.4 Hz, 1 H),4.75 (s, 2 H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Iodo-5-(trifluoromethyl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/41494; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 702641-04-1

F. Isopropyl 5-TRIFLUOROMETHYL-2-IODOPHENYLACETATE A mixture OF 4-AMINOBENZOTRIFLUORIDE (100 g, 0.62 mol) and di-tert-butyl carbonate (150 G, 0.69 mol) in anhydrous THF (400 mL) is heated at reflux temperature for 6 hours and then cooled to room temperature. Most of the solvent is removed using a rotary evaporator and the non-volatile material that remains is triturated with water (1000 mL) to form a solid. The solid is isolated by filtration and washed with additional water (500 mL), then washed with hexanes (500 mL) to give 4- (BOC-amino) benzotrifluoride (m. p. 123-124C). 4- (BOC-AMINO) BENZOTRIFLUORIDE (143 g, 0.55 mol) is dissolved in anhydrous THF (800 mL) and cooled in a dry-ice/ethanol bath. A solution of TERT-BUTYLLITHIUM (709 mL of 1.7 M) in pentane is then slowly added via a dropping funnel. After the addition is complete, the reaction mixture is allowed to warm TO-30C and stirred, at that temperature, for 2 hours. The reaction mixture is cooled to-78C and an excess amount (100 g) of dry-ice is added. The reaction mixture is again allowed to warm TO-30C and stirring is continued for 2 hours AT-30C and then at room temperature overnight. The reaction is quenched by addition of saturated aqueous ammonium chloride (500 mL). The mixture is partitioned between 1 N HCI (500 mL) and EtOAc (500 mL). The organic layer is washed with brine (400 mL), dried (MGS04) and concentrated by rotary evaporator to give crude product which is purified by flash chromatography (10: 1 HEXANES/METHANOL) to give 4- (BOC-amino)-5- TRIFLUOROMETHYLBENZOIC ACID (m. p. 197-198C). 2- (BOC-AMINO)-5-TRIFLUOROMETHYLBENZOIC acid, obtained above (120 G) is dissolved in absolute ethanol (200 mL) and treated with 3 N HCI (80 mL). The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the pH of the remaining solution adjusted to pH 7 with 2 N NAOH solution. The mixture is extracted with EtOAc (500 mL), the organic layer is washed with brine (250 mL), dried (MGS04) and the solvent removed by rotary evaporator. The residue is purified by trituration with hexanes and filtration to give 5- trifluoromethylanthranilic acid (m. p. 191-192C). 5-Trifluoromethylanthranilic acid (43 G, 0.21 mol) is suspended in a mixture of concentrated HCI (40 mL) and water (240 mL), cooled to 0C and stirred. Sodium nitrite (18 g, 0.26 mol) is dissolved in water (50 mL) and slowly added taking care to maintain the temperature of the reaction mixture below 5C. Stirring is continued at 0C for 30 minutes. Potassium iodide (65 G, 0.39 mol) is dissolved in a mixture of concentrated H2SO4 (15 mL) and water (100 mL) and the solution is added dropwise to the reaction mixture while keeping the temperature below 10C. The mixture is then heated to 100C and stirred for 2 hours. After cooling to room temperature, the mixture is partitioned between EtOAc (750 mL) and saturated sodium bisulfite solution (500 mL). The organic layer is washed again with saturated sodium bisulfite solution (500 mL) and then brine (500 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzoic acid (m. p. 171- 172C). 5-Trifluoromethyl-2-iodobenzoic acid (50 g, 158 MMOL) is dissolved in anhydrous THF (200 mL) and cooled in an ice-salt bath until the temperature REACHES-5C. Borane-THF complex is added dropwise as a 1.0 M solution in THF (350 mL, 350 MMOL) AT-5C. After addition is complete, the reaction mixture is slowly warmed to room temperature and stirred for 12 hours. Water (40 mL) is carefully added dropwise (foaming) and the reaction mixture stirred for 30 minutes. Additional water (350 mL) is added and the mixture is concentrated by rotary evaporator to remove most of the THF. Additional water (250 mL) is added to form a precipitate, which is isolated by filtration to give 5-trifluoromethyl-2-iodobenzyl alcohol (m. p. 81-82C). 5-Trifluoromethyl-2-iodobenzyl alcohol (45 g, 0.15 mol) is dissolved in anhydrous ET20 (400 mL) and treated with phosphorous tribromide (41 mL, 0.15 mol) by dropwise addition. The reaction mixture is stirred at room temperature overnight and quenched by slow addition of water (150 mL). The organic layer is separated, washed with saturated aqueous NAHCO3 (250 mL), brine (250 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzyl bromide as an oil. A solution of 5-trifluoromethyl-2-iodobenzyl bromide (55 G, 0.15 mol) in EtOH (200 mL) is stirred at room temperature and a solution of sodium cyanide (16 g, 0.33 mol) in water (60 mL) is added. The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the residue partitioned between EtOAc (500 mL) and water (200 mL). The organic layer is washed with brine (250 mL), dried (MGS04) and the solvent is removed by rotary evaporator. The residue is purified …

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 702641-04-1, Application In Synthesis of 2-Iodo-5-(trifluoromethyl)benzoic acid

To a cooled (ice water bath) mixture of 2-iodo-5-(trifluoromethyl)benzoic acid (2.5 g, 7.9 mmol) in tetrahydrofuran (50 mL) and methanol (10 mL) was added dropwise a 0.6 M solution of trimethylsilyldiazomethane in hexane (TCI America, 16 mL, 9.9 mmol) via syringe. After LC/MS analysis confirmed the consumption of the starting acid, acetic acid (approximately 3 mL) was added. The mixture was concentrated under reduced pressure, and the putative desired intermediate was carried forward without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-5-(trifluoromethyl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Sciences, Inc.; Farand, Julie; Kaplan, Joshua A.; Notte, Gregory; Olen, Casey Lockwood; Sangi, Michael; Sperandio, David; (115 pag.)US2019/359565; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 702641-04-1, A common heterocyclic compound, 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, molecular formula is C8H4F3IO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A borane-tetrahydrofuran solution (120 mL) was added to a tetrahydrofuran (50 mL) solution of the compound (17.2 g) prepared in of Example 235 under ice cooling, and the reaction mixture was then stirred at room temperature for three hours. Water (200 mL) was added to the reaction mixture, and the solvent was distilled off under reduced pressure. The residue was extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The title compound (16.0 g) was obtained as yellow crystals.

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; EP1908753; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 702641-04-1

Intermediate 37a and 37b: 2-(2H-1,2,3-Triazol-2-yl)-5-(trifluoromethyl)benzoic acid (Intermediate 37a) and 2-(1H-1,2,3-Triazol-1-yl)-5-(trifluoromethyl)benzoic acid (Intermediate 37b) To a solution of 2H-1,2,3-triazole (CAS number 288-36-8; 1.0 g, 10.86 mmol) in DMF (4 ml) at 0-10 C. was added cesium carbonate (4.71 g, 14.49 mmol), copper (I) iodide (68 mg, 0.36 mmol), trans-1-N,2-N-dimethylcyclohexane-1,2-diamine (200 mg, 1.44 mmol) and 2-iodo-5-(trifluoromethyl)benzoic acid (CAS number 702641-04-1; 2.28 g, 7.24 mmol). The reaction was subjected to microwave irradiation at 120 C. for 15 minutes and was then partitioned between ethyl acetate (2×100 ml) and water (50 ml). The aqueous layer was acidified with HCl (aq, 2M) to give pH 2 and the organics were extracted with ethyl acetate (3×100 ml). The combined organics were washed with brine, dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (silica, 0-3% methanol/DCM) to afford 2-(2H-1,2,3-triazol-2-yl)-5-(trifluoromethyl)benzoic acid (Intermediate 37a; also commercially available CAS number 1384066-81-2). The mixed fractions were further purified by column chromatography (silica, 0-3% methanol/DCM) followed by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% formic acid) to afford 2-(1H-1,2,3-triazol-1-yl)-5-(trifluoromethyl)benzoic acid (Intermediate 37b). Intermediate 37a 1H NMR (400 MHz, DMSO) delta ppm 8.07-8.08 (m, 3H), 8.20 (s, 2H), 13.57 (bs, 1H) MS ES+: 258 Intermediate 37b 1H NMR (400 MHz, DMSO) delta ppm 7.90-7.97 (m, 2H), 8.16-8.21 (m, 2H), 8.65 (s, 1H), 13.65 (bs, 1H) MS ES+: 258

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Related Products of 702641-04-1, The chemical industry reduces the impact on the environment during synthesis 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, I believe this compound will play a more active role in future production and life.

A mixture of 2-iodo-5-(trifluoromethyl)benzoic acid (0.79 g, 2.5 mmol), 3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-amine hydrochloride (0.52 g, 2.8 mmol), and O-(benzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium tetrafluoroborate (TBTU, 0.88 g, 2.75 mmol) in dichloromethane (15 mL) was treated with N,N-diisopropylethylamine (1.3 mL, 7.5 mmol). The mixture was allowed to stir at room temperature overnight. The mixture was partitioned between ethyl acetate and saturated aqueous sodium hydrogen carbonate solution. The latter was extracted three times with ethyl acetate. The combined organic extracts were washed successively with 10% aqueous hydrochloric acid and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated to dryness under reduced pressure to provide the desired intermediate. LCMS-ESI- (m/z): [M-H]- calcd 447.97; found 448.03

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Iodo-5-(trifluoromethyl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Sciences, Inc.; Farand, Julie; Kaplan, Joshua A.; Notte, Gregory; Olen, Casey Lockwood; Sangi, Michael; Sperandio, David; (115 pag.)US2019/359565; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com