Lithium Hydroxide → N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy phenyl) methanesulfonamide

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl) methane sulfonamide (150 mg, 0.232 mmol) was hydrolyzed with lithium hydroxide (49 mg, 1.162 mmol) in THF/Methanol/Water (15/6/4 mL) to yield 17 mg (15% yield) after purification by preparative TLC (Silicagel-1000 micron) using 2% methanol in chloroform as eluent. 1H NMR (CD3OD, 400 MHz): δ 8.446-8.441 (d, 1H), 8.327-8.322 (d, 1H), 8.215 (s, 1H), 7.936 (s, 1H), 7.746-7.741 (d, 1H), 7.643 (s, 1H). 7.577-7.551 (m, 1H), 7.398-7.364 (m, 1H), 7.21-7.188 (d, 1H), 7.210-7.188 (d, 1H), 7.137-7.118 (d, 1H), 7.067-7.026 (m, 2H), 5.426 (s, 2H), 3.98 (s, 3H), 3.002 (s, 3H). MS: m/z=491.8 (M+1), HPLC: 97.01% in method A.

Provenance & Evidence