Lithium Hydroxide → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-(methylsulfonyl)piperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-(methylsulfonyl)piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.145 mmol) was hydrolyzed with lithium hydroxide (30 mg, 0.729 mmol) in THF/methanol/water (3/2/1 mL) to yield 27 mg (35.0% yield) of the titled compound after purification by preparative HPLC. 1H NMR (CD3OD, 300 MHz): δ 8.55 (s, 2H), 8.47-8.43 (dd, 1H), 8.386-8.380 (d, 1H), 8.247 (s, 1H), 7.997-7.995 (d, 1H), 7.75 (s, 1H), 7.50-7.47 (d, 1H), 7.37-7.35 (d, 1H), 7.42-7.32 (m, 1H), 7.12-6.97 (m, 3H), 5.43 (s, 2H), 3.88-3.85 (t, 4H), 3.47-3.44 (t, 4H), 2.92 (s, 3H). MS: m/z=532.05 (M+1), HPLC: 95.94% in method A.

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