Triethylamine → Ethyl cis-4-[(2-naphthalenylcarbonyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylate

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Reaction Steps

To a solution of the aminopyrrolidinone of Example S (1.54 g, 6.2 mmol) and triethylamine (1.3 ml, 9.3 mmol) in CH2Cl2 (10 ml) was added a solution of 2-naphthoyl chloride (1.18 g, 6.2 mmol) in CH2Cl2 (7 ml) dropwise via syringe. After stirring for 12 h at room temperature the reaction mixture was evaporated in vacuo to give a residue which was chromatographed on silica gel eluting with EtOH/CH2Cl2 (2%-5%) to give the title compound (2.5 g, 100%) as a colorless solid. Anal calcd for C24H22N2O4 : C, 71.63; H, 5.51; N, 6.96. Found C, 71.31; H, 5.45; N, 6.73. MS calcd for C24H22N2O4 402; found 402.

Provenance & Evidence