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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475294Generated: October 26, 2026

1-methyl-1H-indole-5-carbonitrile → (1-methyl-1H-indol-5-yl)methylamine

https://huagongshe.com/reaction/475294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-methyl-1H-indole-5-carbonitrileHCID 11412513—
CatalystNickelHCID 935—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Product(1-methyl-1H-indol-5-yl)methylamineHCID 1852575297.5%

Reaction Steps

To a solution of 294 (800 mg, 5.12 mmol) in 7M ammonia in MeOH (50 mL) was added Raney Ni (2.0 g) and the reaction mixture was stirred vigorously under H2 (1 atm.) atmosphere at RT for 18 h. The reaction mixture was filtered through a pad of Celite® and concentrated in vacuo to afford 800 mg of (1-methyl-1H-indol-5-yl)methanamine (296) as yellow oil: MS (ESI) m/z=144.3 [M-NH2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-dd7b3e8fbf3d496f9f47619c07dbacbe
Source noteuspto-grants-2014_01