Category: 749927-69-3

749927-69-3, 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. 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

Copper chloride (12.8 gm) was charged to N,N?-dimethyl Formamide (600 ml) under argon atmosphere at 75-80C. 4-Bromo-2-fluoro-N-methylbenzamide obtained in example 1 (100 g) was charged to the mixture followed by addition of N,N-dimethylaniline (8.35 gm). The reaction mixture was stirred for 15-20 minutes. 2-aminoisobutyric acid (67 gm) was added and again the mixture was stirred for 15-20 minutes at 75-80C. Powdered potassium carbonate (148 gm) was added and stirred for 15 minutes. Water (10 ml) was added and the temperature of the mass was raised to 1 l0C and the mass was stirred for 4- 5 hours at 4-5 hours. The mass was cooled to 30-35C and filtered. The mass was filtered and washed with dimethyl formamide. Dimethyl formamide was distilled out under vacuum and the mass was cooled. Water (700 ml) was added to the mass and pH was adjusted to 13.5 – 14 by using 10% sodium hydroxide solution. MDC (300 ml) was added to the reaction mass and stirred. The layers were separated and aqueous layer was extracted with MDC (300 ml). MDC layer was separated and washed with water (300 ml). All the aqueous layers were combined and pH was adjusted to 2.5-3 by HC1 to precipitate out the product. The mass was stirred and filtered under vacuum. The precipitate was washed with water (100 ml) and suck dried well. The material was dried under vacuum at 55-60C.The dried product 2-[3-fluoro-4-(methylcarbamoyl) anilino]-2-methyl-propanoic acid (135 g) was isolated. Thereafter, the product is tested for HPLC purity which was observed to be 99.4%.

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Reference:
Patent; AARTI INDUSTRIES LIMITED; DESAI, Parimal Hasmukhlal; SEETHARAMAN, Subramanian; NIKAM, Vikas Hiraman; KAMBLE, Kiran Mohan; (73 pag.)WO2019/106691; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

749927-69-3, The chemical industry reduces the impact on the environment during synthesis 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, I believe this compound will play a more active role in future production and life.

The bromobenzamide A-2 (10 g, 43.1 mmol), aminoisobutyric acid B-l (6.7 g, 64.6 mmol, 1.5 equiv), K2C03 (15 g, 2.5 equiv), 99% CuCl (0.8 g, 8.1 mmol, 0.2 equiv), DMF (60 mL, 6 vol) and water (1.8 mL) were added to the flask and the reaction slurry was heated to 30 C. 2-Acetylcyclohexanone (1.14 mL, 8.1 mmol, 0.2 equiv) was added to the reaction slurry followed by stirring at 105 C under nitrogen for 12-14 h. HPLC analysis showed 96.6% conversion to the desired product. The reaction mixture was then cooled to RT and extracted with water (120 mL) and IP Ac (60 mL). The lower aqueous layer was re-extracted with IP Ac (60 mL) and acidified with 180 mL of 1M citric acid to a pH of 4.0. The product began to crystallize at RT and the batch was further cooled to 5-7 C, filtered, washed with water (40 mL) and dried under vacuum at 50 C for 12 h. The reaction yielded 8.3 g of product C-1 (75.4% yield) as a tan solid with HPLC purity of 99.6%.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-fluoro-N-methylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MEDIVATION PROSTATE THERAPEUTICS, INC.; JAIN, Rajendra, Parasmal; ANGELAUD, Remy; THOMPSON, Andrew; LAMBERSON, Carol; GREENFIELD, Scott; WO2011/106570; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

749927-69-3, A common heterocyclic compound, 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, molecular formula is C8H7BrFNO, 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.

Step 14-bromo-N-methyl-2- 14-(2,2,2-trifluoroethyl)piperazin-1-ylj benzamide4-Bromo-2-fluoro-N-methylbenzamide (1.17 g, 5.04 mmol) was dissolved in dimethyl sulfoxide (8 mL). 1-(2,2,2-Trifluoroethyl)piperazine (1.69 g, 10.05 mmol) and K2C03 (1.5511.22 mmol) were added, and the reaction mixture was heated to 120 C for 17 hours. The reaction mixture was partition between water (100 mL) and ethyl acetate (3×100 mL). The combined organic layers were washed with brine (100 mL), dried over Mg504, filtered and concentrated. The residue was purified by silica gel chromatography (ethyl acetate, Rf=0.51) to give the titled compound (1.60 g, 83%). ?H NMR (300 MHz, DMSO-d6) 5 ppm2.75-2.80 (m, 7H), 2.92-2.95 (m, 4H), 3.24 (q. J=10.3 Hz, 2H), 7.25-7.28 (m, 2H), 7.48 (d, J=8.5 Hz, 1H), 8.58(q, J=4.4 Hz, 1H); MS(ESI+) m/z 380 & 382 (M+H).

The synthetic route of 749927-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; SCANIO, Marc; BUNNELLE, William; KOENIG, John Robert; DRIZIN, Irene; PLIUSHCHEV, Marina; COWART, Marlon; WO2015/112445; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics