2-Methoxyethanol → HCID 72550898, compound

Participants

Reaction Steps

In a manner similar to the method described in Example 7, chiral 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoic acid (100.4 mg, 0.163 mmol) was reacted with N,N′-carbonyldiimidazole (Aldrich, 69.2 mg, 0.414 mmol) and then, a mixture of 2-methoxyethanol (Sigma Aldrich, 38.6 mg, 0.506 mmol) and sodium hydride (9.7 mg, 0.384 mmol) in tetrahydrofuran to give chiral 2-methoxyethyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoate as a white solid (89 mg, 81% yield). MS (ES+) m/z calcd. for C34H37Cl2F2N4O4 [(M+H)+]: 674. found: 674.

Provenance & Evidence