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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 1-(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)-2-hydroxy ethanone (70 mg, 0.105 mmol) was hydrolyzed with lithium hydroxide (9 mg, 0.210 mmol) in THF/methanol/water (5/1/1 mL) to yield 7 mg (10.7% yield) of the titled compound. 1H NMR CD3OD, 400 MHz): δ 8.497-8.493 (d, 1H), 8.44-8.43 (d, 1H), 8.39-8.38 (d, 1H), 8.32-8.29 (dd, 1H), 8.23 (s, 1H), 7.99 (s, 1H), 7.71 (s, 1H), 7.42-7.31 (m, 2H), 7.13-7.12 (d, 1H), 7.07-7.01 (m, 2H), 5.45 (s, 2H), 4.33 (s, 2H), 3.84-3.70 (m, 8H). MS: m/z=512.55 (M+1), HPLC: 96.01% in method A.

Provenance & Evidence