Water → HCID 59596693, compound

Participants

Reaction Steps

A solution of 1,1-dimethylethyl (2S,5R)-2-(aminocarbonyl)-5-(4-hydroxyphenyl)-1-pyrrolidinecarboxylate (D13, 50 mg, 0.163 mmol), 2-fluorobenzonitrile (40 mg, 0.326 mmol) and K2CO3 (34 mg, 0.245 mmol) in DMF (1 ml) was heated under microwave irradiation for 30 min at 120° C. Then water and ethyl acetate were added to the mixture. The organic layer was washed with ice cold brine. The solution was dried over Na2SO4 and the solvent removed under reduced pressure. The crude material was purified by chromatography on silica gel using cyclohexanes/ethyl acetate (75:25) to afford the title compound (50 mg, 75%); Rf (cyclohexanes:ethyl acetate=1:1): 0.10; Rt (HPLC) 5.17 min.; MS: (ES/+) m/z: 430 [M+Na+], C23H25N3O4 requires 407.

Provenance & Evidence