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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperidin-1-yl) acetamide (30 mg, 0.044 mmol) was hydrolyzed by lithium hydroxide (18 mg, 0.44 mmol) in THF/methanol/water (2/2/1 ml) to yield 10 mg (43.4% yield) of the titled compound. 1H NMR (DMSO-d6, 400 MHz): δ 8.516-8.512 (d, 1H), 8.43 (s, 1H), 8.347-8.343 (d, 1H), 7.98 (s, 1H), 7.77 (s, 1H), 7.59-7.54 (m, 2H), 7.42-7.38 (t, 2H), 7.17-7.09 (m, 5H), 5.41 (s, 2H), 2.78 (s, 4H), 2.65-2.55 (m, 2H), 1.99-1.93 (t, 2H), 1.59-1.56 (m, 3H), 1.31-1.23 (m, 3H). MS: m/z=523.4 (M+1), HPLC: 91.01% in method B.

Provenance & Evidence