Chloroacetyl chloride → 1-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-chloro-ethanone

反応式

[Al+3].[Cl-].[Cl-].[Cl-].[Br:5][C:6]1[CH:7]=[C:8]2[CH:14]=[C:13]([CH3:15])[NH:12][C:9]2=[N:10][CH:11]=1.[Cl:16][CH2:17][C:18](Cl)=[O:19]>ClCCl>[Br:5][C:6]1[CH:7]=[C:8]2[C:14]([C:18](=[O:19])[CH2:17][Cl:16])=[C:13]([CH3:15])[NH:12][C:9]2=[N:10][CH:11]=1

参加物

実験手順

To a suspension of AlCl3 (1.57 g, 11.84 mmol) in dichloromethane (50 mL) was added 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine. After stirring for 30 min, chloroacetyl chloride (1.33 g, 11.84 mmol) was added and the reaction mixture was stirred for 2 hours at room temperature. On completion, solvents were evaporated and quenched with aq. NaHCO3 solution at 0° C. Resulting mixture was extracted with EtOAc. The organic layer was dried over Na2SO4 and filtered through a plug of silica gel. Solvent was evaporated to dryness to give 1-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-chloro-ethanone (0.650 g, 95% yield).