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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843759Generated: October 31, 2026

1H-Indol-5-amine, 3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)- → 5-Aminoindole

https://huagongshe.com/reaction/843759

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indol-5-amine, 3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-HCID 11148867—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventHexaneHCID 8058—
Product5-AminoindoleHCID 78867—

Reaction Steps

To a solution of 11.3 gm (50 mMol) 5-amino-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole in 250 mL methanol were added 3.0 gm 5% palladium on carbon. The mixture was hydrogenated at room temperature under an initial hydrogen pressure of 60 p.s.i. for 18 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give a dark gum which was slurried in hexane to give the title compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380201B1
Source datasetuspto-grants-2002_04
ORD IDord-6bbc107c101846a59ed67dc8253f27e2
Source noteuspto-grants-2002_04