Boron Trichloride → HCID 178514705, compound

Participants

Reaction Steps

To a solution of N-tert-butyl-3-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-5-hydroxypyrimidin-2-yl)benzenesulfonamide (Compound 102) (25 mg, 0.053 mmol, 1.0 equiv.) in CH2Cl2 (5 mL) was added BCl3 (1.5 mL, 1.48 mmol, 28.0 equiv.) at room temperature. The mixture was stirred for 0.5 hours, then, concentrated. The residue was recrystallized with methanol and isopropyl ether to give 3-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-5-hydroxypyrimidin-2-yl)benzenesulfonamide (Compound 99) (20 mg, 92%). LC-MS (m/z)=373.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.75-0.83 (m, 2H), 0.92-0.99 (m, 2H), 1.87-1.99 (m, 1H), 6.47 (s, 1H), 7.47 (s, 2H), 7.76 (dd, J=8.0 Hz, 8.0 Hz, 1H), 7.95-7.98 (m, 2H), 7.76 (d, J=8.0 Hz, 1H), 8.67 (s, 1H), 9.88 (bs, 1H), 11.54 (bs, 1H).

Provenance & Evidence