Lithium Hydroxide → N-(2-(3-(dimethylamino)propoxy)-5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-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-(3-(dimethylamino)propoxy)-5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methanesulfonamide (40 mg, 0.05 mmol) was hydrolyzed by lithium hydroxide (4 mg, 0.16 mmol), THF/methanol/water (1/1/0.5 ml) to afford 5 mg (16% yield) of the titled compound after purification by preparative TLC (SiO2)-eluted by 5% methanol in DCM. 1H NMR (CDCl3, 400 MHz): δ 8.88 (s, 1H), 8.54-8.53 (d, 1H), 7.84 (s, 1H), 7.808-7.803 (d, 1H), 7.33-7.23 (m, 3H), 7.05-7.03 (d, 1H), 6.99-6.90 (m, 2H), 6.87-6.852 (d, 1H), 5.31 (s, 2H), 4.16-4.13 (t, 2H), 2.96 (s, 3H), 2.52-2.49 (t, 2H), 2.31 (s, 6H), 2.25 (s, 3H), 2.17 (s, 3H), 2.00-1.97 (m, 2H). MS: m/z=591.4 (M+1), HPLC: 91.28% in method B.

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