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

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy phenyl) methanesulfonamide (210 mg, 0.3 mmol) was hydrolyzed by lithium hydroxide (34.2 mg, 0.91 mmol), THF/Methanol/water (4/6/1 mL) to afford 1.6 mg of the titled compound after purification by preparative TLC (SiO2-1000 micron) eluted by 3% MeOH in CHCl3). 1H NMR (CDCl3, 300 MHz): δ 8.9 (b, 1H), 8.5 (s, 1H), 7.84 (m, 1H), 7.78 (m, 1H), 7.0 (m, 1H), 6.85 (m, 1H), 6.78-6.7 (m, 3H), 5.29 (s, 2H), 3.93 (s, 3H), 2.98 (s, 3H), 2.51 (s, 3H), 2.17 (s, 3H). MS: m/z=538.1 (M+1), HPLC: 86.27% in method B.

Provenance & Evidence