1-Pyrrolidinesulfonyl chloride → tert-Butyl 6-(3-fluoro-5-(pyrrolidine-1-sulfonamido)phenyl)pyrido[3,2-d]pyrimidin-4-ylcarbamate

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Pyrrolidine-1-sulfonyl chloride (CAS 1689-02-7) (56 mg, 0.92 mmol) was added to a solution of tert-butyl 6-(3-amino-5-fluorophenyl)pyrido[3,2-d]pyrimidin-4-ylcarbamate (33-A) (300 mg, 0.84 mmol) in pyridine at ice bath. After the reaction mixture was stirred at 60° C. for 4 h, it was partitioned between water and EtOAc and purified by prep-TLC (PE:EtOAc=2:1) to give title product (250 mg, 61%).

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