1,2-Dimethoxyethane → 7-Azaindole N-oxide 3-chlorobenzoate

Participants

Reaction Steps

meta-Chloroperbenzoic acid (“m-CPBA”; 25.4 g, 147 mmol) was added portionwise to 1H-pyrrolo[2,3-b]pyridine (15.0 g, 127 mmol) in 1:2 dimethoxyethane (“DME”):heptane (80:160 mL) at 10° C. The reaction was then stirred at room temperature for 1 hour. The precipitate was filtered and washed with 1:2 DME:heptane. The precipitate was then dried to give 7-hydroxy-1H-pyrrolo[2,3-b]pyridin-7-ium 3-chlorobenzoate (33.0 g, 89.4% yield).

Provenance & Evidence