Electric Literature of 159847-81-1, These common heterocyclic compound, 159847-81-1, name is Methyl 2-amino-5-cyanobenzoate, 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.
A mixture of A [(2. 0] g, 7.37 [MMOL),] oxalyl chloride (10 mL), and [CH2CL2] (4 mL) was treated with DMF (ca. [2GEL).] The mixture was stirred at room temperature for 1 hr and then heated to reflux for 5 h. The yellow solution was cooled and concentrated in vacuo to give crude acid chloride that was redissolved in [CH2C12] (2 mL) and added slowly to a mixture of methyl [2-amino-5-cyanobenzoate] (1.28 g, 7.37 mmol) in dry pyridine (10 mL). The red mixture was stirred at room temperature for lh and then heated to reflux for 3 h under N2. The reaction mixture was cooled to room temperature, diluted with H20 (2 mL), and concentrated in vacuo to a slurry mixture that was diluted with ethyl acetate. The mixture was filtered. The solids were washed with H20 and dried in a vacuum oven to give 2.02 g (64 % yield) of product: mp 184- [185 C] : MS (ESI+) for [C2OH19N306S] [M/Z] 429.9 [(M+H) +.] IR (diffuse reflectance) 3457,3362, 2224,1642, 1551,1485, 1401,1306, 1261,1178, 1156,900, 858, [821,] 634 [CM~L.] MS (CI) m/z [(REL.] intensity) 244 (M+, 0), 245 (12), 244 (99), 127 (9), 118 (9), 117 (72), 90 (75), 84 (11), 64 (14), 63 (42), 62 (13). Anal. Calcd for [C7HSIN2] : C, 34.45 ; H, 2.07 ; N, 11.48.Found: C, 34.57 ; H, 2.08 ; N, 11. 48.
Statistics shows that Methyl 2-amino-5-cyanobenzoate is playing an increasingly important role. we look forward to future research findings about 159847-81-1.
Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18461; (2004); A2;,
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