Lithium Hydroxide → (S)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)piperazin-1-yl)propan-2-ol

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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)-2-methoxyphenyl)piperazin-1-yl)propan-2-ol (70 mg, 0.100 mmol) was hydrolyzed with lithium hydroxide (13 mg, 0.302 mmol) in THF/methanol/water (2/2/1 mL) to yield 35 mg (65% yield). 1H NMR (CD3OD, 400 MHz): δ 8.48 (s, 1H), 8.34 (s, 1H), 8.20 (s, 1H), 7.95 (s, 1H), 7.39-7.36 (q, 1H), 7.30-7.28 (m, 2H), 7.13-7.11 (d, 2H), 7.07-7.02 (m, 2H), 5.45 (s, 2H), 4.20-4.30 (m, 1H), 3.99 (s, 3H), 3.60-3.80 (m, 4H), 3.1-3.3 (m, 3H), 1.29-1.28 (d, 3H). MS: m/z=541.6 (M+1), HPLC: 98.71% in method A.

Provenance & Evidence