Triethylamine → HCID 89610494, compound

Participants

Reaction Steps

Trifluoroacetic anhydride (27.0 μL, 0.19 mmol) was added dropwise to a stirred solution of 3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-N2,N2-dimethyl-1H-pyrrole-2,5-dicarboxamide (11) (88 mg, 0.18 mmol) and triethylamine (74.3 μL, 0.53 mmol) in DCM (4 mL) at 0° C. The reaction mixture was stirred for 1 h before and trifluoroacetic anhydride (27.0 μL, 0.19 mmol) was added and the mixture allowed to warm to RT. The reaction was partitioned between sat. NaHCO3 (aq.) (5 mL) and DCM (5 mL) the organic layer was separated and volatiles removed in vacuo to afford 4-bis(benzyloxy)-5-cyano-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (12) (85 mg, 100%), as a yellow oil: m/z 482 (M+H)+ (ES+).

Provenance & Evidence