反应详情

To a stirred solution of 5-(benzyloxy)-2-((1-(4-chlorophenyl)cyclopentyl)methyl)-6-hydroxy-N-(2-hydroxyethyl)-N-(1,1,1-trifluoropropan-2-yl)pyrimidine-4-carboxamide (43) (102 mg, 176 μmol, Eq: 1.00) in dichloromethane (5 ml) was added triphenylphosphine (69.4 mg, 265 μmol, Eq: 1.5) at room temperature and the reaction mixture was stirred for 10 min. Then diisopropyl azodicarboxylate (53.5 mg, 51.5 μl, 265 μmol, Eq: 1.5) was added and the reaction mixture was stirred for 18 hrs at room temperature, concentrated, and chromatographed (silica gel, gradient, 0 to 5% methanol-dichloromethane) to obtain 9-(benzyloxy)-6-((1-(4-chlorophenyl)cyclopentyl)methyl)-2-(1,1,1-trifluoropropan-2-yl)-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione (44) (white foam, 90.8 mg, 162 μmol, 91.9% yield).

1. stirringthe reaction mixture was stirred for 18 hrs at room temperature
2. concentrationconcentrated
3. customchromatographed (silica gel, gradient, 0 to 5% methanol-dichloromethane)