Tetrabutylammonium Fluoride → HCID 46183201, compound

Participants

Reaction Steps

To a Solution of (E)-9-Benzenesulfonyl-3-Chloro-6-(2′-(4-methoxyphenyl)ethenyl)-9H-pyrido[2,3-b]indole (127 mg, 0.25 mmol, 1 equiv.) in anhydrous THF (11 ml) under Argon, TBAF 1M in THF (1.26 ml, 1.26 mmol, 5 equiv.) is added dropwise. The reaction is carried out at reflux for 4 hours and then concentrated under reduced pressure. The crude product is washed with MeOH and then filtered. The product R350 is obtained as a white solid (17 mg, 0.04 mmol) in 21% yield. 1H NMR (300 MHz, DMSO d6) δ 12.05 (br s, 1H), 8.68 (d, 1H, J=2.1 Hz), 8.42 (d, 1H, J=2.3 Hz), 8.41 (s, 1H), 7.74 (d, 1H, J=8.3 Hz), 7.55 (d, 2H, J=8.5 Hz), 7.50 (d, J=8.3 Hz), 7.21 (d, 2H, J=1.5 Hz), 6.97 (d, 2H, J=8.5 Hz), 3.78 (s, 3H).

Provenance & Evidence