Lithium Hydroxide → 5-(6-(4-(ethylsulfonyl)piperazin-1-yl)pyridin-3-yl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-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, 5-(6-(4-(ethylsulfonyl)piperazin-1-yl)pyridin-3-yl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.143 mmol) was hydrolyzed with lithium hydroxide (30 mg, 0.715 mmol) in THF/methanol/water (3/2/1 mL) to yield 45 mg (58.4% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.51-8.49 (m, 2H), 8.44-8.43 (d, 2H), 8.41-8.40 (d, 1H), 8.36-8.35 (d, 1H), 8.22 (s, 1H), 7.98 (s, 1H), 7.72 (s, 1H), 7.48-7.45 (d, 1H), 7.38-7.36 (m, 1H), 7.12-7.09 (d, 1H), 7.08-6.96 (m, 2H), 5.44 (s, 2H), 3.85-3.83 (t, 4H), 3.53-3.50 (t, 4H), 3.15-3.05 (q, 2H), 1.38-1.33 (t, 3H). MS: m/z=546.1 (M+1), HPLC: 94.35% in method A.

Provenance & Evidence