Lithium Hydroxide → (S)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) 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)phenyl)piperazin-1-yl)propan-2-ol (25 mg, 0.037 mmol) was hydrolyzed by lithium hydroxide (7 mg, 0.188 mmol) in THF/methanol/water (2/2/1 ml) to afford 5 mg (26.31% yield) of the titled compound after purification by preparative TLC (Silicagel-1000 micron) using 3% methanol in DCM as eluent. 1H NMR (CD3OD, 400 MHz): δ 8.45 (s, 1H), 8.30 (s, 1H), 8.20 (s, 1H), 7.95 (s, 1H), 7.65-7.55 (m, 3H), 7.45-7.35 (q, 1H), 7.15-7.00 (m, 4H), 5.45 (s, 2H), 4.05-3.95 (m, 1H), 3.70-3.45 (m, 2H), 2.85-2.35 (m, 6H), 1.22-1.98 (d, 3H). MS: m/z=511.6 (M+1), HPLC: 91.71% in method A.

Provenance & Evidence