Diisopropylethylamine → HCID 178455836, compound

Participants

Reaction Steps

7-[[(7R)-8-Cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,2-dimethyl-3H-benzofuran-4-carboxylic acid 4f (116 mg, 0.25 mmol) was dissolved in 15 mL of dichloromethane followed by the addition of (cis)-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexanamine 12e (65 mg, 0.28 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetra methyluronium tetrafluoroborate (80 mg, 0.25 mmol) and diisopropylethylamine (97 mg, 0.75 mmol). The reaction solution was stirred for 3 hours. The resulting solution was added with 20 mL of saturated sodium bicarbonate solution and extracted with dichloromethane (50 mL×3). The combined organic phase was washed with water (50 mL), saturated sodium chloride solution (50 mL) successively, 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]-N-[(cis)-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl]-2,2-dimethyl-3H-benzofuran-4-carboxamide 23 (135 mg, yield: 78.9%) as a white solid.

Provenance & Evidence