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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161737Generated: October 29, 2026

Water → 2-Amino-4-(2,4-dichloro-5-(2,2-diethoxyethoxy)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl amide

https://huagongshe.com/reaction/1161737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthane, 2-bromo-1,1-diethoxy-HCID 74852—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Amino-4-(2,4-dichloro-5-hydroxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl amideHCID 44220298—
SolventAcetonitrileHCID 6342—
Product2-Amino-4-(2,4-dichloro-5-(2,2-diethoxyethoxy)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl amideHCID 44220912—

Reaction Steps

Potassium tert-butoxide was added to a suspension of 2-Amino-4-(2,4-dichloro-5-hydroxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl amide in acetonitrile, bromoacetaldehyde diethyl acetal was added and the suspension heated under reflux for ˜8 hrs. The resulting suspension was allowed to cool and water added, the mixture was extracted with ethyl acetate and the extracts washed with water and saturated aqueous sodium chloride solution. The solution was dried over anhydrous sodium sulphate and concentrated to a red/brown gum. The crude product was purified by chromatography on silica eluting with mixtures of ethyl acetate and hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820658B2
Source datasetuspto-grants-2010_10
ORD IDord-a7f2fda155984f7c9d7715b0f2ad0985
Source noteuspto-grants-2010_10