Analyzing the synthesis route of (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.

Reference of 939412-86-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (6R,8aS)-l,l-dimethyl-3-oxohexahydro-lH-oxazolo[3,4- a]pyridine-6-carboxylic acid (100 mg,0.468 mmol) in anhydrous DCM (40 mL) was added (COCl)2 (158.9 mg, 0.469mmol) at 0 C, then DMF (one drop) was added and the mixture was stirred at 25 C for 1.5 hrs. The mixture was concentrated in vacuo, which then diluted with DCM (5 mL) was added to a solution of (3-chloropyrazin-2- yl)methanamine hydrochloride (101.32 mg, 0.562 mmol), TEA (94.91 mg, 0.938 mmol) in DCM (10 mL). The mixture was stirred at 25 C for 3 hrs, The mixture was quenched by the addition of water (10 mL) at 0 C , the mixture was then extracted with DCM (50 mL x 3), the combined organic layers were washed with 1M HC1 (10 mL), brine (20mL), dried over sodium sulfate, filtered and concentrated to give (6R,8aS)-N- ((3 -chloropyrazin-2-yl)methyl)- 1 , 1 -dimethyl-3 -oxohexahydro- 1 H-oxazolo [3 ,4- a]pyridine-6-carboxamide (150 mg, 94.19%) as a colorless oil. 1H NMR (400MHz, CHLOROFORM-d) d = 8.46 (d, J=2.5 Hz, IH), 8.34 (d, J=2.5 Hz, IH), 6.94 (br. s., IH), 4.78 – 4.60 (m, 2H), 4.09 (dd, J=4.1, 12.7 Hz, IH), 3.26 (dd, J=3.3, 11.8 Hz, IH), 3.08 (dd, J=11.8, 13.1 Hz, IH), 2.43 (tt, J=4.1, 11.7 Hz, lH), 2.16 (d, J=12.5 Hz, IH), 1.86 – 1.70 (m, 2H), 1.46 (s, 3H), 1.44 – 1.38 (m, IH), 1.35 (s, 3H).

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;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem