反应详情

A mixture of 4-(5-amino-1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (500 mg, 1.06 mmol), 3-benzyloxycarbonylamino-2,2-difluoro-propionic acid (300 mg, 1.15 mmol), diisopropylethylamine (363 μL, 2.12 mmol) and HATU (440 mg, 1.15 mmol) in DCM (10 mL) was stirred at ambient temperature for 3.5 hours. The reaction mixture was concentrated under vacuum and the residue purified by column chromatography on silica gel (gradient: 0 to 5% methanol in DCM then 0 to 10% 2M NH3 in methanol solution in DCM) to afford 1.20 g of 4-[1-benzenesulfonyl-5-(3-benzyloxycarbonylamino-2,2-difluoro-propionylamino)-1H-pyrrolo[2,3-b]pyridin-4-ylamino]-piperidine-1-carboxylic acid tert-butyl ester. LCMS (Method B, ESI): RT=3.91 min, m+H=713.

1. concentrationThe reaction mixture was concentrated under vacuum
2. customthe residue purified by column chromatography on silica gel (gradient