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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(4-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)ethanol (200 mg, 0.259 mmol) was hydrolyzed by lithium hydroxide (108 mg, 2.59 mmol), THF/Methanol/water (5/5/2.5 ml) to yield 3 mg (2.2% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.34 (s, 1H), 7.75-7.74 (d, 1H), 7.44-7.41 (m, 2H), 7.28-7.27 (m, 2H), 7.00-6.7 (m, 4H), 6.52-6.51 (d, 1H), 5.26 (s, 2H), 3.73-3.69 (t, 2H), 3.26 (m, 4H), 2.91 (m, 4H), 2.79-2.77 (t, 2H), 2.12-2.08 (m, 6H). MS: m/z=525.2 (M+1), HPLC: 80.69% in method A.

Provenance & Evidence