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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(dimethylamino)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) piperazin-1-yl)ethanone (80 mg, 0.115 mmol) was hydrolyzed with lithium hydroxide (25 mg, 0.578 mmol) in THF/methanol/water (5/1/1 mL) to yield 60 mg (80.0% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.826-8.822 (d, 1H), 8.605-8.601 (d, 1H), 8.32 (s, 1H), 8.00 (s, 1H), 7.86 (s, 1H), 7.70-7.68 (d, 2H), 7.40-7.35 (q, 1H), 7.17-7.12 (m, 3H), 7.07-7.02 (m, 2H), 5.45 (s, 2H), 4.35 (s, 2H), 3.84-3.81 (t, 2H), 3.63-3.60 (t, 2H), 3.36-3.33 (t, 4H), 2.99 (s, 6H). MS: m/z=537.9 (M+1), HPLC: 91.53% in method A.

Provenance & Evidence