Application of 939412-86-9, These common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, 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 solution of l-oxooctahydropyrido[l,2-c][l,3]oxazine-7-carboxylic acid (3.13 g, 15.7 mmol) in THF (100 mL) was added (3-chloropyrazin-2-yl)methanamine hydrochloride (2.8 g, 15.7 mmol), TEA (4.8 g, 47.2 mmol) and HATU (6 g, 15.7 mmol). The mixture was stirred at room temperature for 2 h. The reaction was complete detected by LCMS. The reaction mixture was treated with DCM and water, the organic layer was dried and concentrated. The residue was purified by column chromatography on silica gel eluted with DCM/THF = 5/1 to give N-((3-chloropyrazin-2-yl)methyl)-l- oxooctahydropyrido[l,2-c][l,3]oxazine-7-carboxamide (4.7 g, 92%).1H- NMR(CDC13,400 MHz) delta 1.40 – 1.49 (m, 1 H), 1.71 – 1.92 (m, 3 H), 2.04 – 2.26 (m, 2 H), 2.43 – 2.57 (m, 1 H), 2.81 – 2.97 (m, 1 H), 3.31 – 3.42 (m, 1 H), 4.13 – 4.27 (m, 2 H), 4.46 – 4.56 (m, 1 H), 4.64 (d, /= 4.70 Hz, 2 H), 8.29 (d, /= 2.35 Hz, 1 H), 8.44 (d, /= 2.35 Hz, 1 H).
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.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
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