2,2,2-Trifluoroethanol → HCID 11373783, compound

Participants

Reaction Steps

A mixture of 3-phenyl-4-{[4-(trifluoromethoxy)phenyl]amino}-1H-pyrrole-2,5-dione (0.63 mmol, 220 mg), diethyl azodicarboxylate (0.70 mmol, 121 mg) and triphenylphosphine (0.70 mmol, 182 mg) in dry THF (4 mL) was prepared in sealed reaction vessel. 2,2,2-Trifluoroethanol (0.70 mmol, 70 mg) was added. The mixture was first stirred at rt. for three days, then at 40° C. for two hours and finally at 100° C. for 30 min. in a microwave reactor. The reaction mixture was filtered and purified by HPLC (95% 0.1M ammonium acetate buffer: 5% CH3CN→100% CH3CN) to give 7 mg (3%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 7.45 (s, br, 1H), 7.22-7.09 (m, 3H), 7.02-6.97 (m, 2H), 6.92-6.84 (m, 2H), 6.70-6.65 (m, 2H), 4.24 (q, J=8.6 Hz, 2H).

Provenance & Evidence