1,2-Dichloroethane → 2-[(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]acetamide

Participants

Reaction Steps

To a solution of [(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]acetic acid (intermediate 7, 50 mg, 0.14 mmol) in tetrahydrofuran (4 ml) were added HOBt (29 mg, 0.21 mmol), EDC (41 mg, 0.21 mmol), DMAP (2 mg, 0.01 mmol) followed by ammonia in dioxane (0.425 ml, 2M, 0.21 mmol). The reaction mixture was stirred overnight Ethyl acetate was added and the organic phase was washed with citric acid 5%, NH4Cl, NaHCO3 then brine. The organic phase was dried (MgSO4) and concentrated to afford 2-[(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]acetamide (40 mg). Yield: 81%. HPLC purity: 93%

Provenance & Evidence