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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975877Generated: October 31, 2026

1-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehyde → 5,6-Dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine

https://huagongshe.com/reaction/975877

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehydeHCID 18917468—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product5,6-Dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazineHCID 18917514134.8%

Reaction Steps

To a suspension of 8.0 g of 1-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehyde in 150 ml of ethyl acetate is added 800 mg of 10% Pd/C. The mixture is shaken in a Parr hydrogenator for 3 hours and then filtered through diatomaceous earth. The filtrate is concentrated under vacuum to give 8.5 g of solid. The solid is purified by chromatography over silica gel with solvent hexane-ethyl acetate (2:1) as solvent to give 2.6 g of product as white crystals, m.p. 92°-94° C. and 1.6 g of pyrido[3,2-a]pyrrolo[1,2-a]pyrazine as tan needles, m.p. 88° C. to 90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05610156
Source datasetuspto-grants-1997_03
ORD IDord-b05368f518dc4c5fa8b2e3cbe800df69
Source noteuspto-grants-1997_03