Application of 939412-86-9, A common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, molecular formula is C5H7Cl2N3, 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.
To a mixture of (1S, 3R) -3- (methoxycarbonyl) -2, 2, 3-trimethylcyclopentanecarboxylic acid (4.93 g, 23.01 mmol) and TEA (9.62 mL, 69.0 mmol) and HATU (13.12 g, 34.5 mmol) in DCM (100 mL) was stirred at 12 for 30 min. (3-chloropyrazin-2-yl) methanamine hydrochloride (4.97 g, 27.6 mmol) was added and the mixture was stirred at 12 for overnight. The mixture was added DCM (100 mL) and washed and brine. The organic layer was dried over Na2SO4, purified with silica gel to give the title compound. 1H NMR (400MHz, CDCl3) : delta 8.46 (d, J2.3 Hz, 1H) , 8.34 (s, 1H) , 6.70 (br. s., 1H) , 4.81 -4.66 (m, 2H) , 3.69 (s, 3H) , 2.74 (t, J9.2 Hz, 1H) , 2.65 (dt, J6.8, 12.6 Hz, 1H) , 2.34 -2.22 (m, 1H) , 1.91 -1.80 (m, 1H) , 1.54 (ddd, J4.1, 9.6, 13.7 Hz, 1H) , 1.32 (s, 3H) , 1.25 (s, 3H) , 0.81 (s, 3H) ppm.
The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; ANDRESEN, Brain M.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (111 pag.)WO2016/106624; (2016); A1;,
Pyrazine – Wikipedia,
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