{(E)-2-[2-(2,6-dimethyl-phenyl)-5-nitro-pyridin-4-yl]vinyl}-dimethyl-amine → 5-(2,6-dimethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine

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Reaction Steps

To a solution of {(E)-2-[2-(2,6-dimethyl-phenyl)-5-nitro-pyridin-4-yl]-vinyl}-dimethyl-amine (10 g, 33.6 mmol) in glacial acetic acid (150 mL), zinc dust (22 g, 336 mmol) is added and the mixture is stirred at room temperature for 1 h. Temperature is raised to 90° C. at which the mixture is maintained for another 30 min. The resultant suspension is filtered over celite and concentrated under reduced pressure to afford 5-(2,6-dimethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine as a brown solid.

Provenance & Evidence