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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237383Generated: October 26, 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/237383

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 numberUS08642594B2
Source datasetuspto-grants-2014_02
ORD IDord-911bb7f0d82249858749c073e58eb851
Source noteuspto-grants-2014_02