Lithium Hydroxide → HCID 90031030, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-benzyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol (155 mg, 0.239 mmol) was hydrolyzed with lithium hydroxide (50 mg, 1.19 mmol) in THF/methanol/water (4/4/2 mL) to yield 40 mg (24.9% yield) of desired product. 1H NMR (DMSO-d6, 300 MHz): δ 11.8 (s, 1H), 9.6 (s, 1H), 8.63-8.62 (d, 1H), 8.52-8.51 (d, 1H), 8.42 (s, 1H), 8.36-8.35 (d, 1H), 8.11-8.07 (dd, 1H), 7.97 (s, 1H), 7.769-7.761 (d, 1H), 7.38-7.27 (m, 4H), 7.10-7.07 (d, 1H), 5.38 (s, 2H), 4.47-4.35 (m, 2H), 4.20-4.10 (m, 1H), 3.50-3.00 (m, 6H), 1.15-1.13 (d, 3H). MS: m/z=494.6 (M+1), HPLC: 96.64% in method B.

Provenance & Evidence