Lithium Hydroxide → HCID 90031556, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(4-(3-(1-benzyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)propan-2-ol (100 mg, 0.154 mmol) was hydrolyzed with lithium hydroxide (13 mg, 0.309 mmol) in THF/methanol/water (5./1/1 mL) to yield 31 mg (32.9% yield) of desired product. 1H NMR (CD3OD, 400 MHz): δ 8.605-8.601 (d, 1H), 8.537-8.533 (d, 1H), 8.22 (s, 1H), 7.95 (s, 1H), 7.75 (s, 1H), 7.69-7.67 (d, 2H), 7.38-7.29 (m, 5H), 7.17-7.15 (d, 2H), 5.42 (s, 2H), 4.29-4.25 (m, 1H), 4.00-3.80 (m, 2H), 3.35-3.20 (m, 2H), 3.35 (s, 2H), 3.25-3.20 (m, 2H), 3.19-3.10 (m, 2H), 1.30-1.27 (m, 3H). MS: m/z=493.2 (M+1), HPLC: 90.54% in method A.

Provenance & Evidence