Electric Literature of 561297-96-9 ,Some common heterocyclic compound, 561297-96-9, molecular formula is C6H7FN2, 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 stirred solution of (R) -2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (1.54 g, 3.96 mmol) , HATU (1.65 g, 4.34 mmol) and DIPEA (1.53 g, 15.15 mmol) in THF (30 ml) was added (5- fluoropyridin-2-yl) methanamine (0.50 g, 3.97 mmol) . The reaction mixture was stirred at r.t. for 15h. After completion, the reaction mixture was washed with H 2O (20 ml) and then extracted with DCM (25 ml X 2) . The organic layer was dried over Na 2SO 4, filtered and then concentrated under reduced pressure to afford a residue. The residue was purified by column chromatography with DCM: MeOH (30: 1) to afford the product (1.37 g, 70%) . 1H NMR (400 MHz, DMSO-d6) delta 8.41 (d, J = 4Hz, 1H) , 8.26 (s, 1H) , 8.23 (t, J = 4Hz, 1H) , 8.05 (s, 2H) , 7.95 (s, 1H) , 7.67 (td, J = 8Hz, 4Hz, 1H) , 7.53 (dd, J = 8Hz, 4Hz, 1H) , 7.34-7.20 (m, 6H) , 6.74 (s, 1H) , 4.41 (qd, J = 16Hz, 4Hz, 2H) , 2.38 (s, 3H) ppm. MS: M/e 498 (M+1) +.
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. 561297-96-9, 2-(Aminomethyl)-5-fluoropyridine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem