Potassium Hydroxide → (5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)(2-chloro-3-fluoro-6-methoxyphenyl)methanol

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[Cl:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([O:11][CH3:12])[C:3]=1[CH:4]=[O:5].[Br:13][C:14]1[CH:15]=[C:16]2[C:20](=[N:21][CH:22]=1)[NH:19][CH:18]=[CH:17]2.[OH-].[K+]>CO>[Br:13][C:14]1[CH:15]=[C:16]2[C:17]([CH:4]([C:3]3[C:6]([O:11][CH3:12])=[CH:7][CH:8]=[C:9]([F:10])[C:2]=3[Cl:1])[OH:5])=[CH:18][NH:19][C:20]2=[N:21][CH:22]=1

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실험 절차

A solution of 2-chloro-3-fluoro-6-methoxybenzaldehyde (10.55 g, 55.82 mmol), 5-bromo-7-azaindole (10.0 g, 50.76 mmol) and KOH (4.0 g, 71 mmol) in methanol (200 mL) was stirred at ambient temperature for 12 h. The reaction mixture was quenched with water and the crystallizing solid was filtered and dried to give the title compound as a white solid. 1H NMR (DMSO-d6, 300 MHz): □ δ=3.71 (s, 3H), 5.69 (d, 1H, J=6.3 Hz), 6.55 (d, 1H, J=4.5 Hz), 7.07 (dd, 1H, J=4.5, 4.2 Hz), 7.19 (s, 1H), 7.32 (t, J=8.0 Hz), 8.30 (s, 1H), 9.60 (s, 1H), 11.38 (s, br, 1H).