1,1'-Carbonyldiimidazole → 2-(2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-pentanoic acid methyl ester

Participants

Reaction Steps

To a solution of 2-(2-amino-benzoylamino)-pentanoic acid methyl ester (575 mg, 2.30 mmol) and 1,1′-carbonyldiimidazole (930 mg, 5.74 mmol) in THF (25 mL) is added 1,8-diazabicyclo[5.4.0]undec-7-enc (0.9 mL, 6.02 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and is washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the resulting residue is purified by flash chromatography with 50% EtOAc in Hexane as the eluent to afford the desired 2-(2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-pentanoic acid methyl ester (284 mg, 45%).

Provenance & Evidence