Lithium Hydroxide → HCID 90064833, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(6-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-3-yl)piperazin-1-yl) propan-2-ol (100 mg, 0.150 mmol) was hydrolyzed with lithium hydroxide (13 mg, 0.300 mmol) in THF/methanol/water (5/2/1 mL) to yield 17 mg (22.0% yield) of desired product. 1H NMR (CDCl3, 400 MHz): δ 9.01 (s, 1H), 8.879-8.874 (d, 1H), 8.60-8.59 (d, 1H), 8.42-8.41 (d, 1H), 7.88 (s, 1H), 7.78 (s, 1H), 7.69-7.67 (d, 1H), 7.742-7.41 (d, 1H), 7.34-7.29 (m, 2H), 7.07-6.96 (m, 3H), 5.39 (s, 2H), 4.00 (3.90, m 1H), 3.60-3.50 (bs, 1H), 3.36-3.32 (m, 4H), 2.95-2.90 (m, 2H), 2.70-2.60 (m, 2H), 2.50-2.30 (m, 2H), 1.19-1.18 (d, 3H). MS: m/z=512.35 (M+1), HPLC: 91.12% in method A.

Provenance & Evidence