Lithium Hydroxide → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (90 mg, 0.144 mmol) was hydrolyzed with lithium hydroxide (12 mg, 0.289 mmol) in THF/methanol/water (5/2/1 mL) to yield 40 mg (47.6% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.566-8.560 (d, 1H), 8.49-8.45 (m, 2H), 8.24 (s, 1H), 8.09-8.06 (dd, 1H), 7.97 (s, 1H), 7.71 (s, 1H), 7.40-7.38 (q, 1H), 7.14-7.12 (d, 2H), 7.10-7.00 (m, 2H), 5.45 (s, 2H), 3.00 (s, 3H). MS: m/z=468.2 (M+1), HPLC: 99.02% in method B.

Provenance & Evidence