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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214213Generated: October 28, 2026

5-Nitroindole → 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-nitro-1H-indole

https://huagongshe.com/reaction/2214213

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-NitroindoleHCID 22523—
Reactant1-Methyl-4-piperidoneHCID 74049—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-nitro-1H-indoleHCID 11334373—

Reaction Steps

5-Nitroindole (2.6 g) was dissolved in 100 mL anhydrous MeOH, followed by 5 g N-methyl-4-piperidone and NaOMe (5 g) powder. The mixture was heated to reflux under N2 overnight. The mixture was concentrated in vacuo, and was extracted between saturated NaHCO3 solution and EtOAc.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105682B2
Source datasetuspto-grants-2006_09
ORD IDord-e465d17012a9480aa1edcd3e0cf09913
Source noteuspto-grants-2006_09