Cesium fluoride → HCID 52950869, compound

Participants

Reaction Conditions

Reaction Steps

1-(3-Bromophenyl)-3-(morpholin-4-ylcarbonyl)-1,4-dihydrothiochromeno[4,3-c]pyrazole 5,5-dioxide (100 mg, 0.20 mmol), phenylboronic acid (37 mg, 0.31 mmol), cesium fluoride (124 mg, 0.82 mmol) are taken in dioxane-water (2:1) and bubbled with nitrogen for 5 min. Then bis(triphenyl phosphine)dichloro palladium(II) (21 g, 0.03 mmol) is added to reaction mass and heated under microwave irradiation for 1 h at 90° C. The reaction mixture is filtered through a celite pad, concentrated under reduced pressure and purified by flash chromatography to afford the title compound as a pale yellow solid. 1H NMR (DMSO-d6, 400 MHz): δ 8.03-8.01 (m,1H), 7.95-7.93 (d, J=8.0 Hz, 1H),7.83 (s, 1H), 7.72-7.70 (m, 4H), 7.68-7.60 (m, 2H), 7.59-7.47 (m, 3H), 7.45-7.40 (m, 1H), 4.91 (s, 2H), 3.96 (m, 4H), 3.62-3.61 (m, 2H). MS (ESI+): 486.0. HPLC (max plot) 98.53%; Rt 4.84 min.

Provenance & Evidence