Lithium Hydroxide → N-(3-(3-(1-(3-cyanobenzyl)-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-(3-(3-(1-(3-cyanobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) methane sulfonamide (90 mg, 0.14 mmol) was hydrolyzed with lithium hydroxide (18 mg, 0.43 mmol) in THF/water/methanol (1/0.5/1 ml) mixture to afford 10 mg (15% yield) of the pure product after purification by preparative TLC (Silicagel-1000 micron) using 10% ethyl acetate in hexane as eluent. 1H NMR (DMSO-d6, 400 MHz): δ11.88 (s, 1H), 9.85 (b, 1H), 8.478-8.475 (d, 1H), 8.43 (s, 1H), 8.34 (s, 1H), 7.986 (s, 1H), 7.80-7.75 (m, 3H), 7.60-7.45 (m, 5H), 7.26-7.24 (d, 1H) 5.46 (s, 2H), 3.05 (s, 3H) MS: m/z=469.4 (M+1), HPLC 93.92%, (method A).

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