Synthetic Route 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.
Intermediate 12. Step 12: N-((3-chloropyrazin-2-yl)methyl)-2.3.3-trimethyl-l-oxooctahvdro-lH-pyrido[1.2- clpyrimidine-7-carboxamide (trans) To a solution of 2,3,3-trimethyl-l -oxooctahydro-lH-pyrido[l ,2-c]pyrirnidine-7-carboxylic acid (560 mg, 2.330 mmol) in DMF (25 mL) was added HATU (1329 mg, 3.50 mmol), the mixture was stirred at 20 C for 0.5 h. Then (3-chloropyrazin-2-yl)methanamine,HCl (503 mg, 2.80 mmol) was added, followed by Epsilon Nu (1.299 mL, 9.32 mmol). The mixture was stirred at 20 C – I l l – for 18 h. TLC showed the material was consumed completely, then the reaction mixture was poured into water (20 mL), extracted with DCM (20 mLx2). The organic layer was washed with brine (40 mL), dried over Na2SC>4, concentrated in vacuo to give N-((3-chloropyrazin-2- yl)methyl)-2,3,34rimethyl-l-oxooctahydro-lH-pyrido[l,2-c]pyrirnidine-7-carboxamide (trans) . XH NMR (400MHz, CD3OD) delta 8.52 (d, J = 2.3 Hz, 1H), 8.33 (s, 1H), 4.62 (s, 2H), 4.56 (d, J = 12.9 Hz, 1H), 3.26 – 3.21 (m, 1H), 2.86 (s, 3H), 2.65 (t, J= 12.3 Hz, 1H), 2.43 (t, J= 11.7 Hz, 1H), 2.03 – 1.82 (m, 4H), 1.67 (br. s., 1H), 1.31 (s, 3H), 1.29 – 1.24 (m, 1H), 1.21 (s, 3H) ppm.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; ALHASSAN, Abdul-Basit; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; WANG, Jyhshing; XU, Jiayi; YU, Wensheng; YU, Younong; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (211 pag.)WO2016/109221; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem