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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475298Generated: October 30, 2026

5-methyl-1H-indole-4-carbonitrile → (5-methyl-1H-indol-4-yl)methanamine

https://huagongshe.com/reaction/475298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-methyl-1H-indole-4-carbonitrileHCID 76846734—
CatalystNickelHCID 935—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Product(5-methyl-1H-indol-4-yl)methanamineHCID 7684675795.7%

Reaction Steps

A mixture of 302 (54 mg, 0.346 mmol) and Raney Ni (100 mg) in 7M ammonia in MeOH (20 mL) was stirred under hydrogen at RT for 3 h. It was filtered through Celite®, and the filtrate was concentrated under reduced pressure to afford 53 mg (95.7%) of (5-methyl-1H-indol-4-yl)methanamine (304) as yellow solid: MS (ESI) m/z=144.3 (M−16).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-7385944bd4a941fa9eef6221007e81fa
Source noteuspto-grants-2014_01