Lithium Hydroxide → 5-(3-fluoro-4-(1-methylpiperidin-4-yl)phenyl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 5-(3-fluoro-4-(piperidin-4-yl)phenyl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (88 mg, 0.138 mmol) was hydrolyzed with lithium hydroxide (58 mg, 1.381 mmol) in THF/methanol/water (12/4/4 mL) to yield 17 mg (20.7% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.68-8.67 (d, 1H), 8.60 (s, 1H), 8.29 (s, 1H), 7.98 (s, 1H), 7.79 (s, 1H), 7.60-7.30 (m, 4H), 7.13-7.00 (m, 3H), 5.44 (s, 2H), 3.70-3.50 (m, 2H), 3.30-3.10 (m, 3H), 2.93 (s, 3H), 2.16-2.02 (m, 4H). MS: m/z=484.4 (M+1), HPLC: 97.49% in method A.

Provenance & Evidence