Lithium Hydroxide → 4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) piperazine-1-carboxamide

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxamide (40 mg, 0.075 mmol) was hydrolyzed by lithium hydroxide (15 mg, 0.377 mmol) in THF/methanol/water (2/2/1 ml) to afford 10 mg (33.33% yield) of the titled compound after purification by preparative TLC(Silicagel-1000 micron) using 3% methanol in DCM as eluent. 1H NMR (DMSO-d6, 400 MHz): δ 11.7 (s, 1H), 8.46-8.41 (m, 2H), 8.27-8.26 (d, 1H), 7.99 (s, 1H), 7.72 (s, 1H), 7.63-7.61 (d, 2H), 7.42-7.35 (q, 1H), 7.15-7.05 (m, 5H), 6.04 (s, 2H), 5.39 (s, 2H), 3.45-3.43 (m, 4H), 3.13-3.11 (m, 4H). MS: m/z=496.4 (M+1), HPLC: 92.43% in method B.

Provenance & Evidence