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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) acetamide (100 mg, 0.146 mmol) was hydrolyzed with lithium hydroxide (31 mg, 0.733 mmol) in THF/methanol/water (2/2/1 mL) to yield 28 mg (36.3% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.53-8.48 (m, 3H), 8.259-8.257 (d, 1H), 8.15-8.05 (dd, 1H), 7.988-7.986 (d, 1H), 7.72 (s, 1H), 7.19-7.10 (d, 1H), 6.90-6.82 (m, 3H), 5.43 (s, 2H), 4.05-3.90 (m, 6H), 3.51-3.49 (t, 4H). MS: m/z=529.2 (M+1), HPLC: 98.61% in method A.

Provenance & Evidence