Category: 141738-80-9

Reference of 141738-80-9,Some common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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 vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.500 g, 0.876 mmol), potassium phosphate (0.651 g, 3.07 mmol), and bis(tri-t- butylphosphine)palladium(O) (0.045 g, 0.088 mmol). The vial was flushed with Ar, then 1 ,4-dioxane (6.57 ml) and water (2.191 ml) were added in sequence, followed by 2- chloro-l-iodo-4-(trifluoromethyl)benzene (0.426 ml, 2.63 mmol). The vial was sealed and stirred at room temperature for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered and concentrated. The material was purified via column chromatography (RediSep Gold (Teledyne Isco, Lincoln, NE) 40g, gradient elution 0-100% EtO Ac/Heptane) to afford 3- (2-chloro-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-l-methyl-N-(l ,2,4- thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.405 g, 0.650 mmol, 74.2 % yield) as a light yellow solid, m/z (ESI) 624.0 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-iodobenzotrifluoride, its application will become more common.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 141738-80-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 141738-80-9 as follows.

A. (2-Chloro-4-trifluoromethylphenyl)-acetic acid A solution of LiHMDS in toluene was prepared by the addition of n-BuLi (357 mL of a 1.6 M solution in hexanes, 571 mmol) to a cold (-78 C.) solution of HMDS (120.5 mL, 571 mmol) in toluene (700 mL). After 30 min, the reaction mixture was allowed to warm up to 10 C. over 1 h. The solution was then transferred via a cannula to a flame-dried, three-neck flask under N2 containing Pd2dba3 (4.18 g, 4.57 mmol) and (2′-dicyclohexylphosphanylbiphenyl-2-yl)-dimethylamine (3.77 g, 9.59 mmol). The mixture was stirred for 15 min at 15 C., cooled to -10 C. and t-butylacetate (70.5 mL, 525.4 mmol) was added dropwise. After 10 min, 3-chloro-4-iodobenzotrifluoride (70 g, 228.4 mmol) was added and the reaction mixture was warmed up to 28 C. After stirring at this temperature for 1.5 h, the mixture was filtered through silica gel, using toluene as eluent, and the solvent was removed in vacuo. The residue was purified using flash chromatography (silica gel, 98:2 hexanes:EtOAc) to yield (2-chloro-4-trifluoromethylphenyl)-acetic acid tert-butyl ester as a solid.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US6620838; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, 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. COA of Formula: C7H3ClF3I

A mixture of 0.5 g (1.6 mmol) of 3-chloro-4-iodobenzotrifluoride 0.7 g (3.8 mmol), N- Boc-piperazine, 41 mg (0.04 mmol) Tris (dibenzylideneacetone) dipalladium chloroform complex, 0.44 g (4.43 mmol) SODIUM-T-BUTOXIDE and 48 mg (0.16 mmol) tri-o- tolylphosphine in 6 ml dioxane was heated overnight at 100 C. The solution was allowed to cool to room temperature, taken up in ether (30ML) and washed with brine (25ML). The organic layer was dried over NA2SO4, filtered and the solvent was removed in vacuo. The crude oil was chromatographed over on silica gel: Eluent: Heptane-AcOEt 0-10% over 15MIN to provide the title compound (0.06g, 10%) as a brown oil, MS (m/e): 365.1 (MH+, 100%).

The synthetic route of 3-Chloro-4-iodobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/23260; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., Product Details of 141738-80-9

Stef> 1; A stirring mixture of 3-(3-(4-bromophenyl)propyl)-4-(2-fluorophenyl)-lH-l,2,4-triazol- 5(4H)-one (0.200 g, 0.53 mmol, Example 29, step 3), copper(I) iodide (0.010 g, 0.053 mmol), potassium carbonate (0.147 g, 1.06 mmol), L-proline (0.012 g, 0.106 mmol) and DMSO (5 mL) was sub-surface purged with nitrogen gas for 10 minutes before adding 2-chloro-4-trifluoromethyliodobenzene (0.103 mL, 0.58 mmol). The reaction vessel was stirred at 90 C for 48 h, cooled to RT, and diluted with ether and brine. The organic extract was washed sequentially with IN HQ (aq.) and water. The organic layer was then concentrated in vacuo. The resulting crude material was purified on silica gel eluting with a solvent gradient of 0% to 45% EtOAc in hexanes to afford 3-(3-(4-bromophenyl)propyl)-4-(2-fluorophenyl)-l-(2-chloro-4- (trifluoromethyl)phenyl) – 1 H- 1 ,2,4 -triazol-5 (4H) -one .

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; INCEPTION 2, INC.; STOCK, Nicholas, Simon; CHEN, Austin, Chih-Yu; BRAVO, Yalda, Mostofi; JACINTHO, Jason, Duarte; WO2015/35059; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, 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. Formula: C7H3ClF3I

In 2-chloro-1-iodo-4 – (trifluoromethyl) benzene (100 mg, 0 . 33mmol), acrylic acid (0.029 ml, 0 . 42mmol) palladium (II) and acetic acid (3.7 mg, 0 . 016mmol) the acetonitrile solution (1.0 ml) is added triethylamine (0.11 ml, 0 . 82mmol), for the microwave irradiation, for 110 C stirring 30 minutes. The reaction mixture after cooling to room temperature, filtered using silicon, the minute filters insolubles. To the filtrate 1N dilute acid solution, after extraction with ethyl acetate, the organic layer with anhydrous magnesium sulfate drying. After the desiccant filter and the obtained concentrated under reduced pressure the residue by silica gel column chromatography (methanol/dichloromethane) refining, to obtain the title compound (75 mg, 92%).

The synthetic route of 3-Chloro-4-iodobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; MURATA, TAKESHI; HARA, SOUSUKE; NIIZUMA, SATOSHI; HADA, KIHITO; KAWADA, HATSUO; SAKAITANI, MASAHIRO; SHIMADA, HIDEAKI; NAKANISHI, YOSHITO; (453 pag.)TW2016/5805; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 141738-80-9,Some common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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 vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.500 g, 0.876 mmol), potassium phosphate (0.651 g, 3.07 mmol), and bis(tri-t- butylphosphine)palladium(O) (0.045 g, 0.088 mmol). The vial was flushed with Ar, then 1 ,4-dioxane (6.57 ml) and water (2.191 ml) were added in sequence, followed by 2- chloro-l-iodo-4-(trifluoromethyl)benzene (0.426 ml, 2.63 mmol). The vial was sealed and stirred at room temperature for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered and concentrated. The material was purified via column chromatography (RediSep Gold (Teledyne Isco, Lincoln, NE) 40g, gradient elution 0-100% EtO Ac/Heptane) to afford 3- (2-chloro-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-l-methyl-N-(l ,2,4- thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.405 g, 0.650 mmol, 74.2 % yield) as a light yellow solid, m/z (ESI) 624.0 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-iodobenzotrifluoride, its application will become more common.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

Step A: Diboron pinacol ester (329.61mg, 1.30mmol, 1.10eq) and tetrakis(triphenylphosphine)platinum(73.53mg, 59.09umol, 0.05eq) were added to a solution of compound 10 (200.00mg, 1.18mmol, 1.00eq) in 2-methyltetrahydrofuran(5.00mL), the reaction solution was purged three times with nitrogen and stirred at 70C under nitrogenatmosphere for 5 hours. After the reaction solution was cooled to 0C, compound 5 (285.58mg, 945.27umol, 0.80eq),cesium carbonate (769.97mg, 2.36mmol, 2.00eq), 0.4mL water, 5mL 2-methyltetrahydrofuran and dichlorobis(triphenylphosphine)palladium (41.47mg, 59.08umol, 0.05eq) were added, then the reaction solution was purged three timeswith nitrogen and stirred at 20C under nitrogen atmosphere for 12 hours. Then 2-chloro-4-trifluoromethyl iodobenzene(717.09mg, 2.34mmol, 2.00eq), aqueous potassium hydroxide (4M, 1.46mL, 5.00eq), dichlorobis(triphenylphosphine)palladium (41.06mg, 58.50umol, 0.05eq) and 10mL 2-methyltetrahydrofuran were added to the reaction solution,which was subsequently purged three times with nitrogen. After stirring at 70C under nitrogen atmosphere for 12 hours,the reaction solution was filtered through celite, concentrated and purified by silica gel column chromatography(PE:EA=40:1 to 15:1) to give the compound 47 as a yellow jelly (738.00mg), which was directly used in the next step.

The synthetic route of 141738-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Luoxin Biotechnology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.; LU, Jianyu; DING, Charles Z.; HU, Lihong; HE, Huijun; CHEN, Shuhui; DONG, Jiaqiang; WANG, Tie-lin; (124 pag.)EP3434668; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 141738-80-9

General procedure: In a 4 mL screw-cap vial, 0.5 mmol of corresponding iodoarenecompound, 1.5 equiv of phenylacetylene or propargyl alcohol,0.005 equiv PdCl2(PPh3)2, and 0.8 mL of ionic liquid weremixed and stirred at 55 C for 3 h. After cooling, the mixturewas partitioned between 5 mL of water and 5 mL of pentane.After separation, the aqueous phase was extracted subsequentlywith 2 × 5 mL of pentane. The combined organic phase waswashed with brine, dried over MgSO4, filtered, and the solventwas evaporated under reduced pressure (ca. 10 mmHg). Theoily residue was purified by chromatography on silica gel(Merck Silicagel 60 (0.063-0.200 mm) for column chromatography(70-230 mesh ASTM)) eluted with n-pentane/EtOAc.The purity of the isolated products was >98%. The detailed experimentalprocedure as well as the characterization of isolatedcompounds are provided in Supporting Information File 1.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Orha, Laszlo; Tukacs, Jozsef M.; Kollar, Laszlo; Mika, Laszlo T.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 2907 – 2913;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., SDS of cas: 141738-80-9

A. (2-Chloro-4-trifluoromethylphenyl)-acetic Acid A solution of LiHMDS in toluene was prepared by the addition of n-BuLi (357 mL of a 1.6 M solution in hexanes, 571 mmol) to a cold (-78 C.) solution of HMDS (120.5 mL, 571 mmol) in toluene (700 mL). After 30 min, the reaction mixture was allowed to warm up to 10 C. over 1 h. The solution was then transferred via a cannula to a flame-dried, three-neck flask under N2 containing Pd2 dba3 (4.18 g, 4.57 mmol) and (2′-dicyclohexylphosphanylbiphenyl-2-yl)-dimethylamine (3.77 g, 9.59 mmol). The mixture was stirred for 15 min at 15 C., cooled to -10 C. and t-butylacetate (70.5 mL, 525.4 mmol) was added dropwise. After 10 min, 3-chloro-4-iodobenzotrifluoride (70 g, 228.4 mmol) was added and the reaction mixture was warmed up to 28 C. After stirring at this temperature for 1.5 h, the mixture was filtered through silica gel, using toluene as eluent, and the solvent was removed in vacuo. The residue was purified using flash chromatography (silica gel, 98:2 hexanes:EtOAc) to yield (2-chloro-4-trifluoromethylphenyl)-acetic acid tert-butyl ester as a solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Renaud, Johanne; Missbach, Martin; McKie, Jeffrey A.; Bhagwat, Shripad S.; US2004/92572; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 141738-80-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 141738-80-9 as follows.

General procedure: A mixture of 2-(3,5-dichloro-pyridin-4-yl)-7-ethynyl-4,4-dimethyl-1,4-dihydro-chromeno[3,4-d] imidazole 19a (0.1 g, 0.270 mmol), tetrabutylammonium fluoride (0.255 g, 0.810 mmol), dichlorobis- (triphenylphosphine)palladium (II) (15 mg, 0.021 mmol), 1-chloro-2-iodo-4-trifluoromethyl-benzene (0.125 g, 0.405 mmol) was heated in dry-DMSO (4.0 mL) at 80 C for 4-6 h. The reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, concentrated under reduced pressure and purified by flash chromatography to afford compound 20a (0.06 g, 42%) as brown solid.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.