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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875906Generated: October 31, 2026

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

https://huagongshe.com/reaction/1875906

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 (1H, s), 6.19 (2H, s), 2.18 (3H, s), 1.99 (3H, s). MS (LC/MS) R.T.=0.56; [M+H]+=124.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309577B2
Source datasetuspto-grants-2012_11
ORD IDord-c65081f5e2374f3c97f3b4c2641dc767
Source noteuspto-grants-2012_11