Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592279Generated: October 30, 2026

Triethylamine → HCID 22599666, compound

https://huagongshe.com/reaction/1592279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant3,3-Dimethyl-1-butyneHCID 13512—
Reactant4,6-DichloropyrimidineHCID 70943—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 22599666HCID 2259966647.8%

Reaction Conditions

Temperature45 °C

Reaction Steps

Under an atmosphere of a nitrogen gas, 2.98 g of 4,6-dichloropyrimidine, 1.81 g of 3,3-dimethyl-1-butyne, 351 mg of dichlorobis(triphenylphosphine)palladium, 381 mg of copper iodide, 4.05 g of triethylamine and 525 mg of triphenylphosphine was added to 20 ml of acetonitrile and the suspension was stirred for 6 hours at 45° C. After cooling the reaction mixture was diluted with t-butyl methyl ether and washed three times with water. The organic layers were dried over sodium sulfate and concentrated. The residue was subjected to silica gel thin layer chromatography to give 1.86 g of 4-chloro-6-(3,3-dimethyl-1-butynyl)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-62e9883842c04021b6d1374f0db06015
Source noteuspto-grants-2007_11