Synthetic Route of 177476-76-5, These common heterocyclic compound, 177476-76-5, name is 4-Amino-3-methoxybenzonitrile, 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.
General procedure: Step (A): To a solution of racemic (2?S,3?R,4?S,5?R)-6-chloro-4?-(3-chloro-2-fluoro-phenyl)-2?-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3?-pyrrolidine]-5?-carboxylic acid trifluoroacetic acid salt 17 (R3 = H, R1 = CH2C(CH3)3, Ref. 29) (0.2 g, 0.36 mmol) in dichloromethane (10 mL) was added diisopropylethylamine (0.18 g, 1.4 mmol), diphenylphosphinic chloride (Aldrich) (0.25 g, 1.1 mmol), respectively. The mixture was stirred at room temperature for 0.5 h, then methyl 4-amino-2-methoxybenzoate (Acros) (0.077 g, 0.43 mmol) or methyl 4-amino-3-methoxy-benzoate (Ark Pharm) (0.16 g, 0.9 mmol) was added. The reaction mixture was stirred at room temperature for 20 h. The mixture was concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, brine, dried over Na2SO4, then concentrated. The residue was purified by chromatography (3-20% of EtOAc in CH2Cl2) to give a white solid (yield 0.12 g, 54%).
Statistics shows that 4-Amino-3-methoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 177476-76-5.
Reference:
Article; Zhang, Zhuming; Ding, Qingjie; Liu, Jin-Jun; Zhang, Jing; Jiang, Nan; Chu, Xin-Jie; Bartkovitz, David; Luk, Kin-Chun; Janson, Cheryl; Tovar, Christian; Filipovic, Zoran M.; Higgins, Brian; Glenn, Kelli; Packman, Kathryn; Vassilev, Lyubomir T.; Graves, Bradford; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4001 – 4009;,
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