Triethylsilane → HCID 86282041, compound

Participants

Reaction Steps

To a solution of 5-(3,5-dimethylisoxazol-4-yl)-3-hydroxy-3-(thiophen-3-yl)indolin-2-one (50 mg, 0.153 mmol) in trifluoroacetic acid (10 mL) was added triethylsilane (5 mL). The brown solution was stirred at ambient temperature for 3 h and concentrated in vacuo to dryness. The residue was diluted with dichloromethane (20 mL), washed with saturated ammonium chloride solution (10 mL), brine (3×20 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness. The residue was purified with chromatography on column to give the title compound (37 mg, 78.0%). 1H NMR (400 MHz, DMSO-d6): δH 10.62 (s, 1H), 7.53 (m, 1H), 7.31-7.32 (m, 1H), 7.22 (d, J=8.0 Hz, 1H), 7.16 (s, 1H), 7.02-7.03 (m, 1H), 6.97 (d, J=8.0 Hz, 1H), 4.90 (s, 1H), 2.35 (s, 3H), 2.18 (s, 3H). MS (ESI) m/e [M+1]+ 311.

Provenance & Evidence