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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208657Generated: October 30, 2026

Hydrochloric Acid → 3-(Aminomethyl)-6-methyl-4-(trifluoromethyl)-1,2-dihydropyridin-2-one hydrochloride HCl salt

https://huagongshe.com/reaction/2208657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantNitrogenHCID 947—
Reactant6-Methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrileHCID 247440—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product3-(Aminomethyl)-6-methyl-4-(trifluoromethyl)-1,2-dihydropyridin-2-one hydrochloride HCl saltHCID 90150835100%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 6-methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile (400 mg, 1.98 mmol) in MeOH (19.8 ml) and HCl (436 ul, 12M) was added 10% Pd(OH)2 (361 mg, 0.257 mmol) under N2 atmosphere. The N2 gas was displaced by H2 gas and the mixture was stirred for 18 h at 23° C. under hydrogen. The H2 gas was displaced by N2 gas. The mixture was filtered through Celite, washed with MeOH and concentrated. The residue was triturated with MeOH-Et2O, collected with Buchner funnel, and dried in vacuo to give the titled compound (433 mg, 100%). 1H NMR (400 MHz, DMSO-d6): δ ppm 2.31 (s, 3H), 3.88 (s, 2H), 6.43 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-c8703142aed845d78710af68f2150acb
Source noteuspto-grants-2016_06