[3-(3,4-Dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-(2-ethoxy-4-nitro-phenyl)-methanone → (4-Amino-2-ethoxy-phenyl)-[3-(3,4-dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-methanone

Participants

Reaction Steps

[3-(3,4-dimethoxy-phenyl)-pyrrolo[2,3-b]pyridine-1-yl]-(2-ethoxy-4-nitro-phenyl)-methanone, 54, (100 mg, 0.22 mmol) was dissolved in EtOAc (30 mL). A catalytic amount of 10% Pd/C (7 mg) was added and the flask capped with rubber septa. The flask was evacuated and back filled with hydrogen twice. Finally, the reaction was stirred overnight under a hydrogen gas atmosphere (balloon). The reaction mixture was filtered over Celite®, rinsed generously with EtOAc (2×75 mL) and concentrated under reduced pressure to give the titled compound. (56 mg, 60%) MS(ESI) [M+H+]+=418.24

Provenance & Evidence