1H-Pyrrolo(2,3-b)pyridine → HCID 178526243, compound

Participants

Reaction Steps

To a solution of 7-azaindole (2.0 g, 16.93 mmol) in dry DME (60 mL) was added m-CPBA (70%) (6.3 g, 25.55 mmol). The resulting yellow solution was stirred at RT for 2 h during which time the product was precipitated out. The mixture was cooled and the light yellow product was isolated by filtration and washed with ether. A suspension of this yellow solid in water (60 mL) was basified to pH 9 with sat. K2CO3 solution. The solution was then cooled in refrigerator for a weekend. A white precipitate was collected by filtration and the filtrate was half evaporated and cooled again to repeat the crystallization procedure. The precipitates were combined and dried on the pump for the next reaction (1.5 g, 11.2 mmol, 66%). MS (ES+): m/e=135.1 (M+H); LC: 1.37 min.

Provenance & Evidence