Lithium Hydroxide → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidin-1-yl)propan-2-ol (127 mg, 0.191 mmol) was hydrolyzed by lithium hydroxide (80 mg, 1.913 mmol) in THF/methanol/water (20/10/5 ml) to yield 15 mg (5% yield) of the titled. 1H NMR (CD3OD, 400 MHz): δ 7.46-8.45 (d, 1H), 8.33-8.32 (d, 1H), 8.19 (s, 1H), 7.93 (s, 1H), 7.63-7.61 (m, 3H), 7.39-7.34 (m, 3H), 7.11-7.09 (d, 1H), 7.06-7.01 (m, 2H), 5.43 (s, 2H), 4.05-4.00 (m, 1H), 3.25-3.19 (t, 2H), 2.64-2.33 (m, 4H), 1.93-1.85 (m, 4H), 1.30-1.26 (m, 1H), 1.20-1.18 (d, 3H). MS: m/z=510.2 (M+1), HPLC: 96.39% in method A.

Provenance & Evidence