Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250040Generated: October 29, 2026

4-chloro-5,6-dimethylpyrimidin-2-amine → 4,5-dimethylpyrimidin-2-amine

https://huagongshe.com/reaction/250040

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-chloro-5,6-dimethylpyrimidin-2-amineHCID 248655—
CatalystPalladiumHCID 23938—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Product4,5-dimethylpyrimidin-2-amineHCID 231290115.3%

Reaction Steps

A solution of 4-chloro-5,6-dimethylpyrimidin-2-amine (0.35 g, 2.22 mmol) in 2M ammonia in methanol (100 ml) was flushed with nitrogen and palladium on carbon (0.035 g, 0.33 mmol) was added, flushed with nitrogen and the reaction was hydrogenated at 1 atm, ambient temperature for 18 h. The reaction mixture was flushed with nitrogen and filtered through celite and the celite pad washed with methanol. The filtrate was evaporated to dryness in vacuo to afford 4,5-dimethylpyrimidin-2-amine (0.35 g, 2.56 mmol, 90% yield) which was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.89 (1 H, s), 6.19 (2 H, s), 2.18 (3 H, s), 1.99 (3 H, s). MS (LC/MS) R.T.=0.56; [M+H]+=124.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863291B2
Source datasetuspto-grants-2011_01
ORD IDord-a7938e16648e4662b9ef259f37665f9f
Source noteuspto-grants-2011_01