(+)-5-Methoxycarbonyl-4-methoxymethyl-1,2,3,6-tetrahydro 2-oxo-6-(3,4-difluorophenyl)-1-[(4-nitrophenyloxy)carbonyl]pyrimidine → 4-(3,4-Difluorophenyl)-6-methoxymethyl-2-oxo-3-{3-[4-phenyl-4-(1-methylpyrrol-2-yl)-piperidin-1-yl]-propylcarbamoyl}-1,2,3,4-tetrahydropyrimidine-5-carboxylic Acid Methyl Ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(3,4-difluorophenyl)-4-methoxymethyl-2-oxo-3,6-dihydro-2H-pyrimidine-1,5-dicarboxylic acid 5-methyl ester 1-(4-nitrophenyl)ester (24 mg, 0.05 mmol) in 2 ml of CH2Cl2 was added 3-[4-phenyl-4-(1-methylpyrrol-2-yl)-piperidin-1-yl]-propylamine (15 mg, 0.05 mmol) and resulting solution was stirred for 2 h at 25° C. Reaction mixture was concentrated in vacuo to provide an oil which was subjected to column chromatography over silica gel (5% MeOH/CHCl3) to yield 22 mg (69%) of the desired product, which was converted to HCl salt and recrystallized from EtOAC-Et2O to afford 16 mg of the product as a white solid: mp 139-142° C.

Provenance & Evidence