Triethylamine → HCID 72550899, compound

Participants

Reaction Steps

In a manner similar to the method described in Example 1, 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 (200 mg, 0.324 mmol) was reacted with iodoethanol (Aldrich, 220 mg, 1.28 mmol) in the presence of bis(2-oxo-3-oxazolidinyl)phosphinic chloride (Aldrich, 121.6 mg, 0.478 mmol), triethylamine (203 mg, 2.00 mmol) to give chiral 2-iodoethyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoate as an off-white solid (137.4 mg, 55% yield). MS (ES+) m/z calcd. for C33H33Cl2F2IN3O4: [(M+H)+]: 770. found: 770.

Provenance & Evidence