Lithium Hydroxide → N-(3-(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-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methane sulfonamide (106 mg, 0.17 mmol) was hydrolyzed with lithium hydroxide (36 mg, 0.861 mmol) in THF/water/methanol (12/6/2 ml) mixture to afford 10 mg (12.6% yield) of the pure product. 1H NMR (CD3OD, 300 MHz): δ 8.464-8.458 (d, 1H), 8.352-8.347 (d, 1H), 8.185 (s, 1H), 7.923 (s, 1H), 7.64 (s, 1H), 7.544-7.538 (m, 1H), 7.514-7.431 (m, 2H), 7.37-7.26 (m, 2H), 7.115-6.997 (m, 2H), 5.426 (s, 2H), 3.002 (s, 3H). MS: m/z=461.8 (M+1), HPLC: 96.947% in method A.

Provenance & Evidence