Lithium Hydroxide → N-(2-fluoro-5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methanesulfonamide

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(2-fluoro-5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methanesulfonamide (60 mg, 0.094 mmol) was hydrolyzed with lithium hydroxide (20 mg, 0.474 mmol) in THF/methanol/water (15/5/5 mL) to yield 22 mg (48.8% yield). 1H NMR (CD3OD, 400 MHz): δ 8.467-8.462 (d, 1H), 8.36-8.35 (d, 1H), 8.22 (s, 1H), 7.95 (s, 1H), 7.84-7.80 (dd, 1H), 7.63-7.57 (m, 1H), 7.44-7.32 (m, 2H), 7.16-7.12 (d, 1H), 7.10-7.02 (m, 2H). MS: m/z=480.3 (M+1), HPLC: 92.50% in method B.

Provenance & Evidence