Lithium Hydroxide → (S)-1-(4-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol (90 mg, 0.131 mmol) was hydrolyzed with lithium hydroxide (28 mg, 0.658 mmol) in THF/methanol/water (2/2/1 mL) to yield 70 mg (100% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.74-8.73 (d, 1H), 8.61-8.56 (m, 2H), 8.31-8.25 (m, 2H), 8.02 (s, 1H), 7.83 (s, 1H), 7.30-7.27 (d, 1H), 7.10-6.85 (m, 2H), 5.44 (s, 2H), 4.30-4.20 (m, 1H), 3.60-3.50 (bs, 4H), 3.23-3.15 (m, 2H), 1.27-1.25 (d, 3H). MS: m/z=530.2 (M+1), HPLC: 97.51% in method A.

Provenance & Evidence