To a round bottom flask was added 1H-pyrrolo[2,3-B]pyridine-3-carboxaldehyde (6.6 g, 45 mmol), di-tert-butyl dicarbonate (10.7 g, 50 mmol), 4-dimethylaminopyridine (55 mg, 0.45 mmol), and triethylamine (13 g, 130 mmol), followed by methylene chloride (50 mL). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was concentrated to dryness and purified by fast column chromatography to afford the target product 1-Boc-7-azaindole-3-carbaldehyde (9.8 g, 89% yield).
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