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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl) acetamide (25 mg, 0.037 mmol) was hydrolyzed by lithium hydroxide (7 mg, 0.188 mmol) in THF/methanol/water (2/2/2 ml) to afford 10 mg (52.6% yield) of the titled compound after purification by preparative TLC (Silicagel-1000 micron) using 3% methanol in DCM as eluent. MS: m/z=553.2 (M+1). 1H NMR (CD3OD, 400 MHz): δ 8.45-8.44 (d, 1H), 8.32-8.31 (d, 1H), 8.20 (s, 1H), 7.93 (s, 1H), 7.62-7.60 (m, 3H), 7.42-7.34 (q, 1H), 7.13-7.11 (m, 3H), 7.05-7.02 (m, 2H), 5.45 (s, 2H), 3.12 (s, 2H), 2.76 (s, 4H). MS: m/z=510.3 (M+1), HPLC: 92.51% in method A.

Provenance & Evidence