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

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Reaction Steps

N-(3-(3-(1-(2-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) methanesulfonamide (200 mg) dissolved in 12.5 ml of THF-water-methanol (1:1:0.5) mixture and added lithium hydroxide (40.8 mg, 0.97 mmol) at 0° C. and stirred at room temperature for 15 h. The reaction was monitored by TLC (100% ethyl acetate in hexane) until TLC indicated that reaction was complete. The reaction mixture was diluted with ethyl acetate (25 ml) and washed with water (2×25 ml). The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford crude product. Purification by preparative TLC (5% methanol in DCM) afforded 17 mg (14.99% yield) of tilted compound. 1H NMR (DMSO-d6, 300 MHz): δ 9.83 (s, 1H), 8.479-8.472 (d, 1H), 8.38 (s, 1H), 8.33-8.32 (d, 1H), 7.95-7.78 (m, 2H), 7.53-7.43 (m, 4H), 7.27-7.18 (m, 3H), 5.44 (s, 2H), 3.05 (s, 1H). MS: m/z=462.1 (M+1), HPLC: 95.83% in method A.

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