Category: 111771-08-5

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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Fluoro-6-iodobenzoic acid

Method B: 2-Fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid. To a 2 L, 3- necked, round-bottomed flask equipped with an overhead mechanical stirrer, thermocouple probe, heating mantle, reflux condenser, and nitrogen inlet were added 2-fluoro-6-iodobenzoic acid (127.6 g, 480 mmol), copper iodide (4.57 g, 24 mmol), and Cs2C03 (312.6 g, 959 mmol). To these solids were added dioxane (640 mL), then water (2.6 mL, 144 mmol), then 1 H-1 ,2,3-triazole (55.6 mL, 959 mmol), and finally frans-1 ,2-dimethylcyclohexane-1 ,2-diamine (15.1 mL, 96 mmol). The mixture was then warmed to 60 C for 30 min, then to 83 C for 30 min, and then to 100 C for 3 h. After the 3 h at 100 C, the mixture was cooled and then 1 L of MTBE and 1 L of water were added. After vigorous mixing, the layers were separated and the bottom aqueous layer was acidified to pH 1 .72 with -148 mL of concentrated hydrochloric acid. The aqueous was then extracted twice with EtOAc. The combined organic layers were dried over Na2S04, filtered, and concentrated to provide a dark oil. The oil was stirred overnight in EtOAc (450 mL) and the resulting precipitate was removed by filtration. The mother-liquors were concentrated to a brown solid (106.21 g, 75 wt% by quantitative HPLC, 79.7 g, 80%). 1H NMR (400 MHz, DMSO-d6): 8.22 – 8.13 (bs, 2H), 7.84-7.80 (m, 1 H), 7.74 – 7.65 (m, 1 H), 7.50 – 7.41 (m, 1 H).

According to the analysis of related databases, 111771-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 111771-08-5, 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: (Z)-N’-((2-Fluoro-6-iodobenzoyl)oxy)acetimidamide. To a heterogeneous mixture of 2-fluoro-6-iodobenzoic acid (1 .51 g, 5.66 mmol) at 0 C in DCM (28 mL) was added oxalyl chloride (0.635 mL, 7.36 mmol) followed by DMF (0.15 mL). Gas evolution commenced immediately and after 5 min the ice bath was removed. When gas evolution had ceased and the mixture was homogeneous an aliquot was removed and quenched with MeOH. Formation of the methyl ester was confirmed by HPLC and the mixture was concentrated in vacuo. The viscous liquid was dissolved in fresh DCM (28 mL) and treated with solid N-hydroxyacetamidine (503 mg, 6.79 mmol) in several portions followed by TEA (1 .2 mL, 8.49 mmol) at 0 C. After stirring for 14 h at ambient temperature the mixture was washed with saturated aqueous NaHCO3 solution. The combined organic extracts were dried over Na2SO4, filtered andconcentrated in vacuo. Chromatography (Hex to 100% EtOAc/Hex) afforded the desired product as a colorless oil (1 .57 g, 86%). MS (ESI) mass calculated for C9H8FIN2O2, 321 .96; m/z found, 323.0. 1 H NMR (500 MHz, CDCI3): 7.70 – 7.65 (m, 1 H), 7.15 – 7.1 1 (m, 2H), 4.87 (br s, 2H), 2.06 (s, 3H).

The synthetic route of 2-Fluoro-6-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Related Products of 111771-08-5, A common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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.

W-Ethyl-2-fluoro-6-iodo-W-[(S)-1 -methyl-2-(5-trifluoromethyl-pyridin-2-yloxy)-ethyn (0350) (0351) D-1.1 (150 mg, 0.56 mmol) is dissolved in dry DCM (3.0 mL). Under stirring oxalylchloride (846 mg, 1 .13 mmol) and a drop of DMF are added and the mixture is stirred for 2 h. The mixture is concentrated and the residue is taken up with dry DCM (3.0 mL). The resulting mixture is added dropwise to a mixture of B-1 (145 mg, 0.51 mmol) and DIPEA (390 mu, 2.30 mmol) in DCM (4.0 mL) at 0C. The cold bath is removed and the mixture is stirred for 2 h. The crude product is diluted with DCM and washed with NH4CI (sat. solution), KHC03 (sat. solution) and water. The organic phase is dried and concentrated. The residue is purified by flash column chromatography (using a solvent gradient from 100% Cyclohexane to Cyclohexane/EA 65/35) to afford 160 mg of compound D-1. ESI-MS: 497 [M+H]+; HPLC (Rt): 1.21 min (Method P).

The synthetic route of 111771-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

[0184] To a solution of 2-fluoro-6-iodobenzoic acid (10.0 g, 37.6 mmol) in 100 mL CH2Cl2 containing a catalytic amount of DMF, oxalyl chloride (6.20 g, 48.9 mmol) was added drop-wise. The solution was stirred at room temperature 30 minutes, and concentrated under vacuum. The residue was dissolved in 100 mL CH2Cl2 and saturated 3¡Á with ammonia gas. The suspension was concentrated under vacuum to yield 2-fluoro-6-iodobenzamide as a white solid with a mass ion (ES+) of 266.4 for M+H+. [0185] A solution of the above residue (11.5 g, 43.4 mmol) in N,N-dimethyl-acetamide dimethyl acetal (17.34 g, 130.2 mmol) was heated to 100 C. for 3 hours. The solution was concentrated under vacuum. Hydroxylamine hydrochloride (3.62 g, 52.1 mmol), 5N NaOH (10.4 mL, 52.1 mmol), 70% acetic acid (40 mL), and dioxane (40 mL) were combined and added to the above residue. The mixture was heated to 90 C. for 1 hour, cooled to room temperature, and concentrated under vacuum. The residue was diluted with EtOAc, washed with aqueous sodium bicarbonate and brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with 0-10% ethyl acetate in hexanes to afford 5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole as a pale yellow solid with a mass ion (ES+) of 305.4 for M+H+. [0186] A mixture of 4-chloro-N-2-{(1R)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}pyridine-2,3-diamine (0.200 g, 0.535 mmol), 5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole (0.179 g, 0.59 mmol), potassium carbonate (0.185 g, 1.34 mmol), tri-ortho-tolylphosphine (0.007 g, 0.02 mmol), and palladium acetate (3.0 mg, 0.01 mmol) in 4 mL of THF and 0.05 mL of water was heated in a sealed flask at 100 C. overnight. The mixture was then cooled and partitioned between ethyl acetate and water. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-20% ethyl acetate and hexane to provide 4-chloro-N2-{(1R)-1-[3′-fluoro-2′-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1′-biphenyl-4-yl]ethyl}pyridine-2,3-diamine with a mass ion (ES+) of 424.58 for M+H+(35Cl). [0187] To a solution of the above compound (0.050 mg, 0.12 mmol), 3,3,3-trifluoropropionic acid, (0.030 g, 0.24 mmol), 1-ethyl-(3-dimethylaminopropyl)-carbodiimide hydrochloride (0.045 g 0.24 mmol), 1-hydroxy-7-azabenzotriazole (0.023 g, 0.34 mmol) was added triethylamine (0.048 g, 0.47 mmol). The resulting solution was stirred at room temperature for 24 h, and partitioned between ethyl acetate and water. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was subjected to silica gel chromatography eluted with 0-30% ethyl acetate in hexanes to provide the title compound that gave a proton NMR spectrum consistent with theory and a mass ion (ES+) of 534.6 for M+H+(35Cl): 1H NMR (300 MHz, MeOH-d4) delta 7.81 (dd, J=5.6, 2.0 Hz, 1H), 7.75-7.67 (m, 1H), 7.39-7.30 (m, 4H), 7.12-7.09 (m, 2H), 6.68 (dd, J=5.4, 2.0 Hz, 1H), 5.25 (q, J=7.1 Hz, 1H), 3.32 (q, J=1.5 Hz, 2H), 2.33 (s, 3H), 1.53 (d, J=7.1 Hz, 3H).

According to the analysis of related databases, 111771-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuduk, Scott D.; Bock, Mark G.; Feng, Dong-Mei; Wai, Jenny Miu-Chun; US2004/63761; (2004); 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 111771-08-5

2-Fluoro-6-iodo-N r4-phenyl-1-(propelsulfonel) piperidin-4-YllmethYl Tbenzamide A mixture of 2-fluoro-6-iodo benzoic acid (54 mg, 0.20 mmol), HOBt (27 mg, 0.20), PS-Carbodiimide (200 mg, 0.24 mmol), DIEA (52 mg, 0.4 mmol), and 1- [4-phenyl-1- (propylsulfonyl) piperidin-4-yl] methanamine (I-3) (30 mg, 0.10 mmol) in DCM (6 mL) was shaken over night at room temperature. Next morning, LCMS indicated that the amine was consumed. The resin was filtered and washed with DCM (4 x 5 mL). The combined DCM solution was concentrated and the residue was purified by LCMS to afford the pure product as a white solid (51 mg, 94%).

According to the analysis of related databases, 111771-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2005/46601; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 111771-08-5, name is 2-Fluoro-6-iodobenzoic 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 111771-08-5, Formula: C7H4FIO2

To a 200 ml_ round- bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH?H2O (1 .42 g, 33.8 mmol), and THF (100 ml_). The resulting mixture was warmed to 50 C and stirred for 2 h. Dimethyl sulfate (4.03 ml_, 42.3 mmol) was then added and the mixture was warmed to 65 C. After 2 h, the mixture was cooled to room temperature and NH4CI(aq) (50 ml_, 13 wt% solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1H NMR (400 MHz, CDCIs): 7.68 – 7.60 (m, 1 H), 7.15 – 7.06 (m, 2H), 3.98 (s, 3H).

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-Fluoro-6-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 111771-08-5, 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 14: 2-Fluoro-6-pyrimidin-2-yl-benzoic acid.Step A: 2-Fluoro-6-iodo-benzoic acid methyl ester. To a 200 mL round- bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH?H20 (1 .42 g, 33.8 mmol), and THF (100 mL). The resulting mixture was warmed to 50 C and stirred for 2 h. Dimethyl sulfate (4.03 mL, 42.3 mmol) was then added and the mixture was warmed to 65 C. After 2 h, the mixture was cooled to room temperature and NH4CI(ag) (50 mL, 13 wt% solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgS04, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1 H NMR (400 MHz, CDCI3): 7.68 – 7.60 (m, 1 H), 7.15 – 7.06 (m, 2H), 3.98 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-6-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 111771-08-5, A common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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.

General procedure: Preparation of Intermediates 4 To a mixture of 2-iodine benzoic acids 1 (4 mmol), 1-ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride (4.8 mmol)and N-hydroxybenzotrizole (0.48 mmol) were added amines(4.8 mmol) at room temperature. The reaction mixture wasstirred overnight and washed with water successively. Theorganic layer was dried over anhydrous sodium sulfate. Then,the solvent was removed under vacuum to afford crude com-pounds 2. 2-Iodine benzamides 2 (3.00 mmol) were added to30 mL triethylamine in a round-bottom flask, then the solutionwas degassed with nitrogen for 10 min. CuI (0.306 mmol) andPdCl2(PPh3)2 (0.1044 mmol) were added and the system wasplaced under nitrogen atmosphere. Trimethylsilylacetylene(6 mmol) was added dropwise over 3 min. And the mixture washeated with stirring at 608C overnight. The reaction was allowedto cool to room temperature and then filtered over Celite. Thefiltrate was concentrated and purified by column chromatogra-phy on silica gel with petroleum ether and ethyl acetate as sol-vents to give the intermediates 3. Then, compounds 3(1.73 mmol) were added to 15mL MeOH in a flask and mixedwith K2CO3 (1.73 mmol). The flask was placed under nitrogenatmosphere and the system was stirred for 15 min, after whichH2O was added to the flask. The organic layer was extractedwith ethyl acetate, dried over Na2SO4, and concentrated undervacuum. The crude oil was then purified by column chroma-tography on silica gel to get structures 4.

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:
Article; Li, Jiling; Zhang, Zhicheng; Xu, Xiaoyong; Shao, Xusheng; Li, Zhong; Australian Journal of Chemistry; vol. 68; 10; (2015); p. 1543 – 1549;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com