Tetrabutylammonium Fluoride → HCID 46183927, compound

Participants

Reaction Steps

To a solution of 9-benzenesulfonyl-3-chloro-6-(2-phenylethynyl)-9H-pyrido[2,3-b]indole (88 mg, 0.20 mmol, 1 equiv.) in anhydrous THF under argon, TBAF 1M in THF (1 ml, 1 mmol, 5 equiv.) is added dropwise. The reaction is carried out at reflux for 4 hours and then evaporated. The crude product (yellow solid) is purified over silica gel chromatography (CH2Cl2/AcOEt 9:1) to afford the product 60 as a white solid (53 mg, 0.18 mmol) in 88% yield. 1H NMR (300 MHz, DMSO d6) δ 12.25 (br s, 1H), 8.77 (d, 1H, J=2.5 Hz), 8.49 (br s, 1H), 8.47 (d, 1H, J=2.5 Hz), 7.67 (dd, 1H, J=1.5, 8.5 Hz), 7.59-7.54 (m, 3H), 7.45-7.42 (m, 3H).

Provenance & Evidence