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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366447Generated: October 29, 2026

Methanol → 4-chloro-6-[(3S)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine

https://huagongshe.com/reaction/1366447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant4,6-Dichloro-5-fluoro-2-methylpyrimidineHCID 13731033—
Reactant(2S)-1,2-Dimethylpiperazine--hydrogen chloride (1/2)HCID 66935895—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-6-[(3S)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidineHCID 8663694198.2%

Reaction Steps

To a solution of 4,6-dichloro-5-fluoro-2-methylpyrimidine (0.181 g, 1.0 mmol) and (2S)-1,2-dimethylpiperazine dihydrochloride (0.189 g, 1.0 mmol) in THF (10 mL) was added triethylamine (0.42 mL, 3.0 mmol) at room temperature. MeOH (1 mL) was added to improve solubility. The reaction mixture was stirred overnight, and then the solvent was removed in vacuo. Ether, THF and water were added to the resulting residue. The organics were separated, dried (Na2SO4) and evaporated to provide 4-chloro-6-[(3S)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine as a yellow solid (0.254 g, 98%). LCMS: (M+H)+=259.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-bec9a4f737794259aaa9ed18cef41c75
Source noteuspto-grants-2011_02