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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) ethanol (85 mg, 0.130 mmol) was hydrolyzed by lithium hydroxide (11 mg, 0.261 mmol) in THF/methanol/water (5/2/1 ml) to yield 15 mg (23.0% yield) of the titled compound. 1H NMR (CDCl3, 400 MHz): δ 9.75 (s, 1H), 8.52-8.49 (dd, 2H), 8.149-8.144 (d, 1H), 7.88 (s, 1H), 7.80-7.77 (dd, 1H), 7.72 (s, 1H), 7.478-7.473 (d, 1H), 7.36-7.34 (q, 1H), 7.09-6.97 (m, 3H), 6.81-6.78 (d, 1H), 5.40 (s, 2H), 3.73-3.70 (t, 2H), 3.66-3.64 (t, 4H), 2.95-2.85 (bs, 1H), 2.70-2.64 (m, 6H). MS: m/z=498.3 (M+1), HPLC: 96.68% in method A.

Provenance & Evidence