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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406104Generated: October 25, 2026

Potassium Carbonate → 4-(2-Cyclobutoxy-4-fluoro-phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/406104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromocyclobutaneHCID 78110—
ReactantMethyl 4-(4-fluoro-2-hydroxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylateHCID 58413076—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(2-Cyclobutoxy-4-fluoro-phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl esterHCID 58421802—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-(4-fluoro-2-hydroxy-phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (200 mg), potassium carbonate (166 mg) and bromocyclobutane (113 μl) in DMF (3 ml) was stirred at 60° C. over the weekend. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was concentrated and the residue was triturated with diethyl ether to give the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754079B2
Source datasetuspto-grants-2014_06
ORD IDord-1088eb0a6b9e4ff8af0405e32c9375a3
Source noteuspto-grants-2014_06