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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201791Generated: October 29, 2026

(E)-3-(2-(Dimethylamino)vinyl)-4-nitropyridine 1-oxide → 5-Azaindole

https://huagongshe.com/reaction/2201791

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(E)-3-(2-(Dimethylamino)vinyl)-4-nitropyridine 1-oxideHCID 11344817—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-AzaindoleHCID 922044%

Reaction Steps

To a suspension of (E)-N,N-dimethyl-2-(4-nitro-1-oxidopyridin-3-yl)ethenamine (400 mg, Step c) in methanol was added palladium on carbon (50 mg, 10% wet) and the reaction mixture was stirred under hydrogen atmosphere for 2 hours. The reaction mixture was filtered through celite and the filtrate was concentrated to get 1H-pyrrolo[3,2-c]pyridine (98 mg, 44%) as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364466B2
Source datasetuspto-grants-2016_06
ORD IDord-64ba046631ea44ccaad1e76825a03ab7
Source noteuspto-grants-2016_06