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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737713Generated: October 29, 2026

1H-Indol-5-amine, 3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)- → 3-(1-Methylpiperidin-4-yl)-1h-indol-5-amine

https://huagongshe.com/reaction/1737713

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—
Product3-(1-Methylpiperidin-4-yl)-1h-indol-5-amineHCID 11831220—

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 numberUS05962474
Source datasetuspto-grants-1999_10
ORD IDord-1340fae1b34e4ff28140880d51ce1653
Source noteuspto-grants-1999_10