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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261028Generated: November 3, 2026

Dimethylformamide → HCID 23020381, compound

https://huagongshe.com/reaction/2261028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
ReactantPotassium FluorideHCID 522689—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
CatalystHCID 178419050HCID 178419050—
SolventEthyl AcetateHCID 8857—
ProductHCID 23020381HCID 2302038194.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture comprising 16.4 g of 4-chloro-2-methylsulfanylpyrimidine, 38 g of tributyl(1-ethoxyvinyl) tin, 1.43 g of bis(triphenylphosphine)palladium (II) dichloride and 100 ml of DMF was stirred at 80° C. for 3 hours. After cooling the reaction mixture, 300 ml of ethyl acetate and 17.8 g of potassium fluoride were added to the mixture, and the resulting mixture was stirred at room temperature overnight. After filtration with Celite, the filtrate was washed, dried and concentrated. The residue was purified by silica gel column chromatography (hexane:ethylacetate=20:1) to give 18.9 g of 4-(1-ethoxy-vinyl)-2-methylsulfanylpyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846933B2
Source datasetuspto-grants-2010_12
ORD IDord-4412fbb302504dd79355a2e4bfb12edb
Source noteuspto-grants-2010_12