Acetic Anhydride → HCID 69263705, compound

Participants

Reaction Steps

1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile (11.2 g, 83.8 mmol) was dissolved into 400 mL EtOAc, 100 mL of Et3N. Pd/C (2.8 g) was added followed by 20 mL of Ac2O. H2 was introduced via balloon and the mixture was stirred at RT under balloon pressure of H2 for 8-12 h. After most of the starting material was consumed, catalyst was removed by filtration through a pad of Celite®. The pad was washed by EtOAc, CH2Cl2, and MeOH. The solvent was evaporated. The residue was taken into CH2Cl2 and the solid was collected by filtration to afford 471 g of N-((1-acetyl-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl)acetamide. The filtrate was concentrated and purified on a column (0-10% MeOH/CH2Cl2+NH4OH) to obtain (N-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-acetamide.

Provenance & Evidence