Diisopropylethylamine → 7-[[(7R)-7-ethyl-8-isopropyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-N-(1-methyl-4-piperidyl)-2,3-dihydrobenzofuran-4-carboxamide

Participants

Reaction Steps

7-[[(7R)-7-Ethyl-8-isopropyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,3-dihydrobenzofuran-4-carboxylic acid 22f (120 mg, 0.29 mmol) and O-(benzotriazol-1-yl)-N,N,N′,N′-tetra methyluronium tetrafluoroborate (93 mg, 0.29 mmol) were dissolved in 30 mL of dichloromethane followed by addition of diisopropylethylamine (83 mg, 0.64 mmol) and 1-methyl-piperidyl-4-yl amine (33 mg, 0.29 mmol) successively. The reaction solution was stirred for 3 hours. The resulting solution was washed with saturated sodium carbonate solution (30 mL) and saturated sodium chloride solution (30 mL) successively. The organic phase was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound 7-[[(7R)-7-ethyl-8-isopropyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-N-(1-methyl-4-piperidyl)-2,3-dihydrobenzofuran-4-carboxamide 22 (117 mg, yield: 80.0%) as a white solid.

Provenance & Evidence