Category: 691877-03-9

Electric Literature of 691877-03-9, 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 691877-03-9 as follows.

A solution of 1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5- (methoxycarbonyl)-3-methyl-1H-pyrazol-4-ylboronic acid (50 mg, 0.10 mmol), , 3-bromo-5- (trifluoromethyl)benzonitrile (31 mg, 0.12 mmol), Pd(PPh3)4 (12 mg, 0.10 mmol), Na2CO3 (54 mg, 0.51 mmol) in degassed 1,4-dioxane and H2O (4:1, 2.1 mL) was heated at 85 C for 18 hours. Water (5 mL) was added and the mixture was extracted with EtOAc (3x5mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel using a solution of ethyl acetate in hexanes (2 to 10%) and afforded the title compound (23 mg, 0.037 mmol, 36%).

According to the analysis of related databases, 691877-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 691877-03-9, name is 3-Bromo-5-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Bromo-5-(trifluoromethyl)benzonitrile

43-2 (50 mg, 0.200 mmol) was dissolved in THE (1 mL) before 1M Borane in THF (1 ML) was added. The mixture was stirred at RT overnight before concentrated IN VACUO. The residue was redissolved in a solution of 1% HCl (4N in dioxane) in methanol and heated at 50 C overnight. Solvent was stripped off and redissolved in 1% HCl in methanol. This process was repeated three times to get ride of excess borane and yield crude 43-3 (50 mg, 98.4%). LC-MS: MW calculated 252.97, found 253.8.

According to the analysis of related databases, 691877-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2004/41279; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

691877-03-9, A common heterocyclic compound, 691877-03-9, name is 3-Bromo-5-(trifluoromethyl)benzonitrile, molecular formula is C8H3BrF3N, 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.

In a 20-mL glass tube equipped with a screw cap, were placed o-CP-2Cz (0.39 g), NaOtBu (0.39 g), and Pd-XPhos-OMs (0.097 g). The tube was then capped and evacuate/refill with argon three times. 0.53 mL of 1-Br-3-CN-5-CF3-C6H3 and 4.0 mL of anhydrous 1,4- dioxane were filled in under argon. The mixture was stirred at 110 C for 16 h. For work- up, the mixture was diluted with DCM and filtered through silica gel. After removing the volatiles, flash chromatography (gradient 0 to 20% DCM in hexanes) was used to purify the product. Yield: 0.41 g, 51%.

The synthetic route of 691877-03-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; BUCHWALD, Stephen, L.; HUANG, Wenliang; (89 pag.)WO2016/196885; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts