Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760001Generated: October 31, 2026

Triethylamine → HCID 22599666, compound

https://huagongshe.com/reaction/1760001

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 numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-91c7821f37dc47378db5b8785d6a8a35
Source noteuspto-grants-2005_01