Lithium Hydroxide → 1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) 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-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)-2-hydroxyethanone (60 mg, 0.090 mmol) was hydrolyzed with lithium hydroxide (19 mg, 0.451 mmol) in THF/methanol/water (5/1/1 mL) to yield 20 mg (35.7% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.822-8.820 (d, 1H), 8.59 (s, 1H), 8.33 (s, 1H), 8.01 (s, 1H), 7.86 (s, 1H), 7.70-7.68 (d, 2H), 7.41-7.35 (q, 1H), 7.17-7.02 (m, 5H), 5.45 (s, 2H), 4.33 (s, 2H), 3.82-3.79 (t, 2H), 3.62 (s, 2H). MS: m/z=510.8 (M+1), HPLC: 90.93% in method A.

Provenance & Evidence