Tetrabutylammonium Fluoride → HCID 178505076, compound

Participants

Reaction Steps

A solution of 2-[bis(methylsulfonyl)amino]-4-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-imidazole-5-carboxamide (0.030 g, 0.049 mmol) and TBAF (0.059 mL of a 1M solution in THF, 0.059 mmol) in THF (0.5 mL) was heated overnight under reflux. Additional TBAF (0.050 mL, 0.050 mmol) was added and stirring was continued at RT for 3 days. The solution was concentrated and purified by Reverse-Phase HPLC (water:acetonitrile with 0.1% TFA) to provide the title compound (0.012 g, 46%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.79 (br. s., 1H) 10.64 (br. s., 1H) 8.35 (br. s., 1H) 7.83 (s, 1H) 7.44-7.55 (m, 3H) 7.39 (t, J=6.59 Hz, 1H) 4.51 (br. s., 2H) 3.20 (br. s., 3H). ES-LCMS: m/z 532.1, 534.1, 536.0 (M+1).

Provenance & Evidence