Introduction of a new synthetic route about (3-Chloropyrazin-2-yl)methanamine hydrochloride

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (3-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

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To a solution of l-((benzyloxy)carbonyl)-2-cyanopiperidine-4-carboxylic acid (30 mg, 0.104 mmol) in anhydrous DCM (5 mL) was added HATU (43.5 mg, 0.114 mmol), Et3N (31.56 mg, 0.312 mmol) and (3-chloropyrazin-2-yl)methanamine hydrochloride (20.5 mg, 0.114 mmol). The reaction mixture was stirred at 13 C for 12 hrs. The reaction was quenched by the addtion of water (10 mL), then it was extracted with DCM (10 mL x 3), the combined organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to afford the crude product ,which was purified on silica gel column chromatograph (PE/THF = 100% ~ 50 %) to give benzyl 4-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-cyanopiperidine- 1 -carboxylate (40 mg, yeild 93%) .1H NMR (400MHz, METHANOL-d4) delta= 8.54 (d, J=2.5 Hz, 1H), 8.35 (d, J=2.5 Hz, 1H), 7.44 – 7.31 (m, 5H), 5.53 (d, J=4.0 Hz, 1H), 5.21 (d, J=2.5 Hz, 2H), 4.64 (s, 2H), 4.25 (d, J=13.1 Hz, 1H), 2.87 – 2.84 (m, 1H), 2.88 – 2.77 (m, 3H), 2.16 (d, J=12.5 Hz, 1H), 2.02 – 1.91 (m, 2H), 1.66 (dq, J=4.8, 12.9 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (3-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

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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