Tetrabutylammonium Fluoride → HCID 21091182, compound

Participants

Reaction Steps

2-[1-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-(3-nitro-phenylsulfanyl)-6-trifluoromethyl-1H-indole-5-carbonitrile (33 mg, 0.060 mmole) was stirred in THF (1 mL) with TBAF (1M in THF) (0.1 mL, 0.1 mmol). The reaction was allowed to proceed overnight and purified by column chromatography eluting with 0 and 1% methanol/dichloromethane. Obtained 17 mg (71%) of desired product. 1H NMR (acetone-d6) δ 11.75 (s, 1H), 8.19 (s, 1H), 8.08 (s, 1H), 7.98–7.96 (m, 1H), 7.81 (t, J=2.0 Hz, 1H), 7.54 (t. J=8.0 Hz, 1H), 7.48–7.45 (m, 1H), 2.83 (s, 1H), 1.75 (s, 6H). MS (m/z): 444 (MNa+), 420 (MH−).

Provenance & Evidence