Diisopropylethylamine → HCID 178455839, compound

Participants

Reaction Steps

The crude compound (trans)-4-(4-methylpiperazin-1-yl)cyclohexanamine 17b (60 mg, 0.30 mmol), 7-[[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,2-dimethyl-3H-benzofuran-4-carboxylic acid 4f (153 mg, 0.33 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetra methyluronium tetrafluoroborate (96 mg, 0.30 mmol) and diisopropylethylamine (96 mg, 0.75 mmol) were dissolved in 25 mL of dichloromethane. The reaction solution was stirred for 2 hours. The resulting solution was added dropwise with saturated sodium bicarbonate solution to adjust pH to 8 to 9, extracted with dichloromethane (30 mL×3), then dried over anhydrous magnesium 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)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,2-dimethyl-N-[(trans)-4-(4-methylpiperazin-1-yl)cyclohexyl]-3H-benzofuran-4-carboxamide 17 (70 mg, yield: 33.0%) as a white solid.

Provenance & Evidence