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)ethanol

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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)ethanol (60 mg, 0.092 mmol) was hydrolyzed by lithium hydroxide (20 mg, 0.461 mmol) in THF/methanol/water (5/1/1 ml) to yield 40 mg (13.3% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.747-8.742 (d, 2H), 8.586-8.583 (d, 1H), 8.30 (s, 1H), 7.99 (s, 1H), 7.82 (s, 1H), 7.72-7.69 (d, 2H), 7.38-7.35 (q, 1H), 7.19-7.17 (d, 2H), 7.13-7.11 (d, 1H), 7.08-7.01 (m, 2H), 5.44 (s, 2H), 3.99-3.90 (m, 5H), 3.85-3.75 (m, 2H), 3.39-3.33 (m, 3H), 3.30-3.20 (m, 2H). MS: m/z=496.9 (M+1), HPLC: 96.51% in method A.

Provenance & Evidence