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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-(3-methylbenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) propan-2-ol (100 mg, 0.151 mmol) was hydrolyzed with lithium hydroxide (19 mg, 0.453 mmol) in THF/methanol/water (2/2/0.5 mL) to yield 25 mg (21% yield) of desired product. 1H NMR (CD3OD, 400 MHz): δ 8.559-8.553 (d, 1H), 8.479-8.474 (d, 1H), 8.425-8.420 (d, 1H), 8.17 (s, 1H), 8.08-8.06 (dd, 1H), 7.94 (s, 1H), 7.69 (s, 1H), 7.28-7.22 (t, 1H), 7.15-7.10 (m, 4H), 5.39 (s, 2H), 4.25-4.32 (m, 1H), 3.10-3.30 (m, 2H), 2.34 (s, 3H), 1.28-1.27 (d, 3H). MS: m/z=508.2 (M+1), HPLC: 98.90% in method A.

Provenance & Evidence