Sodium Bicarbonate → HCID 72943989, compound

Participants

Reaction Steps

tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-2-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (100 mg) dissolved in 2 ml of methanol and added methanol/HCl (3 ml) at 0° C. and stirred at room temperature for 30 min. The reaction was monitored by TLC (10% methanol in chloroform). The reaction mixture was concentrated under reduced pressure to afford crude product. The residue was basified with saturated sodium bicarbonate solution and extracted with DCM (2×25 ml). The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 7 mg (9.72% yield) of the pure required product. 1H NMR (DMSO-d6, 400 MHz): δ 11.30 (s, 1H), 8.34 (s, 1H), 7.64-7.39 (m, 5H), 7.15-7.11 (t, 1H), 7.01-6.95 (m, 4H), 5.34 (s, 2H), 4.20-4.00 (m, 4H), 3.10-3.00 (m, 4H), 2.09 (s, 3H), 2.08 (s, 3H), 1.82-1.79 (m, 1H), 0.96-0.95 (m, 4H). MS: m/z=521.4 (M+1), HPLC Purity: 80.32% Method: A.

Provenance & Evidence