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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475115Generated: October 29, 2026

2-Methyl-1H-indole-4-carbonitrile → (2-methyl-1H-indol-4-yl)methanamine

https://huagongshe.com/reaction/475115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-1H-indole-4-carbonitrileHCID 69545818—
CatalystNickelHCID 935—
SolventAmmonia methanolHCID 21705897—
Product(2-methyl-1H-indol-4-yl)methanamineHCID 6954554795.2%

Reaction Steps

To a solution of 2-methyl-1H-indole-4-carbonitrile (408 mg, 2.61 mmol) in NH3/MeOH (7 M, 20 mL) was added Raney nickel (100 mg). The mixture was stirred under hydrogen at 1 atmosphere at RT for 3 h. The mixture was filtered with Celite® and the filtrate was concentrated in vacuo to afford (2-methyl-1H-indol-4-yl)methanamine (105) as a yellow solid (398 mg, 95.1%). 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-693478032d8747fe94ade8ef97ca19b7
Source noteuspto-grants-2014_01