Triphenylphosphine → HCID 86620670, compound

Participants

Reaction Steps

A solution of 1-(2-hydroxyethyl)-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (0.130 g, 0.49 mmol) in CH2Cl2 (3 mL) at 0° C. was treated with DBAD (0.302 g, 1.31 mmol), PPh3 (0.343 g, 1.31 mmol) and 5-(trifluoromethyl)-2(1H)-pyridinone (0.87 g, 0.53 mmol). The mixture was allowed to slowly warm to rt and then stirred for 14 h. Concentration was followed by column chromatography (SiO2, hexanes/EtOAc) to afford the title compound (0.160 g): 1H NMR (400 MHz, CDCl3) δ 8.36 (s, 1H), 7.75 (dd, J=8.8 and 2.5 Hz, 1H), 7.56 (d, J=8.4 Hz, 1H), 7.50 (d, J=8.4 Hz, 1H), 6.71 (d, J=8.8 Hz, 1H), 6.57 (s, 1H), 4.67 (t, J=5.6 Hz, 2H), 4.54 (t, J=5.6 Hz, 2H), 2.54 (s, 3H); MS (ES) m/z 414 (M+1).

Provenance & Evidence