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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (R)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)propan-2-ol (160 mg, 0.24 mmol) was hydrolyzed by lithium hydroxide (50 mg, 1.2 mmol) in THF/methanol/water (3/2/1 ml) to afford 35 mg (28.6% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.58-8.57 (d, 1H), 8.53 (s, 1H), 8.24 (s, 1H), 7.969-7.967 (d, 1H), 7.74 (s, 1H), 7.71-7.68 (d, 2H), 7.41-7.35 (m, 1H), 7.19-7.16 (d, 2H), 7.13-7.00 (m, 3H), 5.44 (s, 2H), 4.28-4.21 (m, 1H), 3.90-3.60 (m, 4H), 3.28-3.09 (m, 4H), 1.28-1.26 (d, 3H). MS: m/z=511.3 (M+1), HPLC: 95.39% in method B.

Provenance & Evidence