Lithium Hydroxide → HCID 90031908, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (2S)-1-(4-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol (165 mg, 0.238 mmol) was hydrolyzed with lithium hydroxide (100 mg, 2.38 mmol) in THF/methanol/water (20/10/5 mL) to yield 31 mg (13% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.64-8.63 (d, 1H), 8.48-8.47 (d, 1H), 8.327-8.321 (d, 1H), 8.23-8.19 (dd, 1H), 7.64 (s, 1H), 7.42-7.35 (m, 1H), 7.31-7.28 (d, 1H), 7.07-7.02 (m, 2H), 6.95-6.91 (dt, 1H), 5.41 (s, 2H), 4.45-4.30 (m, 1H), 3.56 (s, 4H), 3.30-3.10 (m, 2H), 2.24 (s, 3H), 2.23 (s, 3H), 1.26-1.24 (d, 3H). MS: m/z=539.9 (M+1), HPLC: 95.5% in method A.

Provenance & Evidence