Category: 1196152-38-1

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 1196152-38-1 as follows. name: 2-Bromo-5-(trifluoromethyl)pyrazine

A 4 mL vial, equipped with a magnetic stir bar, was charged with N-(4- aminobicyclo[2.2.2]octan- 1 -yl)-2-(4-chloro-3-fluorophenoxy)acetamide hydrochloride (Example 1C, 28.2 mg, 0.078 mmol), 2-bromo-5-(trifluoromethyl)pyrazine (Anichem, CAS 1196152-38-1, 21.15 mg, 0.093 mmol), N,N-diisopropylethylamine (0.0542 mL, 0.310 mmol), and dimethylformamide (0.5 mL). The vial was sealed with a pressure relief septum cap, and the reaction mixture was stirred at 90 C for 16.5 hours. The reaction mixture was allowed to cool to ambient temperature, and the septum cap was removed. The vial contents were partitioned between ethyl acetate and water. The aqueous layer was extracted once more with ethyl acetate. The combined organic layers were washed twice with brine, then dried (MgSO/t) and filtered. The filtrate was concentrated under reduced pressure to give a brown oil that was purified by column chromatography on an Analogix IntelliFlash-310 (Isco RediSep 12 g silica gel cartridge, 100% heptane to 60:40 heptane/ethyl acetate). Fractions containing the title compound were combined and concentrated under reduced pressure to give the title compound as a white solid, but there was still contamination, so a second column was run (Practichem 2 x 4 g silica gel cartridges, 100% dichloromethane to 90: 10 dichlorome thane/ethyl acetate). Fractions containing the title compound were combined and concentrated under reduced pressure to give the title compound as a white solid that was dried overnight in a vacuum oven at 50 C (3.5 mg, 9.5% yield). JH NMR (CDC13) delta ppm 8.28 (s, 1H), 7.80 (d, J = 1.4 Hz, 1H), 7.36-7.29 (m, 1H), 6.74 (dd, J = 10.3, 2.8 Hz, 1H), 6.66 (ddd, J = 8.9, 2.9, 1.3 Hz, 1H), 6.11 (s, 1H), 4.71 (s, 1H), 4.34 (s, 2H), 2.19-2.05 (m, 12H); MS (+ESI) m/z = 473 (M+H)+; (-ESI) m/z = 471 (M- H)

According to the analysis of related databases, 1196152-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 1196152-38-1, name is 2-Bromo-5-(trifluoromethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H2BrF3N2

Description 67: 1,1-dimethylethyl (lR,4S,6R)-4-({[5-(trifluoromethyl)-2- pyrazinyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate (D67); To a solution of 1,1-dimethylethyl (lR,4S,6R)-4-(hydroxymethyl)-3- azabicyclo[4.1.0]heptane-3-carboxylate D20 (120 mg) and 2-bromo-5- (trifluoromethyl)pyrazine D66 (120 mg) in DMF (4 ml) at 00C (ice bath) was added NaH (31.7 mg, 0.792 mmol) (gas evolution). The reaction mixture was slowly warmed to room temperature and stirred at room temperature for 1 hour. The reaction was quenched by a slow and careful addition of a saturated aqueous solution of NaHCO3 (40 ml). The organic phase was extracted with DCM (3×50 ml); the joined organic phase was washed with water and brine, dried over Na2SO4, filtered and concentrated to give the crude material. This was purified by Silica Chromatography (Biotage SP – column size 25 g) using Cy/EtOAc 90:10 as eluent. The appropriate fractions were concentrated to obtain the title compound D67 (62 mg).UPLC (Basic GEN_QC): rt = 1.07 minutes, peak observed: 374 (M+l) C17H22F3N3O3 requires 374.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1196152-38-1.

Reference:
Patent; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem