Tetrabutylammonium Fluoride → (E)-N-(2-Hydroxyethyl)-4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)benzenesulfonamide

Participants

Reaction Steps

To a solution of compound 33a (135 mg, 0.201 mmol) in THF (5 mL), TBAF (112 mg, 0.402 mmol) was added. The resulting mixture was stirred at rt for 2 h and concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/hexanes, 0-100%). The solid obtained was suspended in 50% diethyl ether/hexanes, sonicated, and collected by filtration to obtain the title compound 73. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 7.48-7.52 (m, 2H), 7.06-7.13 (m, 6H), 6.99-7.04 (m, 2H), 6.87-6.92 (m, 1H), 6.78-6.84 (m, 1H), 6.67-6.73 (m, 2H), 3.90-3.95 (m, 1H), 3.44-3.50 (m, 4H), 2.94-2.99 (m, 4H), 2.54-2.61 (m, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C29H28N6O4S: 557.2 (M+H). Found 557.2.

Provenance & Evidence