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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773510Generated: November 2, 2026

Ethyl Acetate → 4-Chloro-7-methylthieno(3,2-d)pyrimidine

https://huagongshe.com/reaction/1773510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-oneHCID 135439636—
Product4-Chloro-7-methylthieno(3,2-d)pyrimidineHCID 2777586—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 7-methyl-3H-thieno[3,2-d]pyrimidin-4-one (2.1 g) in phosphorus oxychloride (10 mL) was heated at 100° C. for 1 hour. The reaction mixture was then cooled and poured into a mixture of ice-water and ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (DCM) to afford 2.0 g of 4-chloro-7-methyl-thieno[3,2-d]pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255110B2
Source datasetuspto-grants-2016_02
ORD IDord-53612419a20c41bfbfb9daf3b07a76f2
Source noteuspto-grants-2016_02