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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406103Generated: October 25, 2026

p-Toluenesulfonic acid → Methyl 4-(4-fluoro-2-hydroxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/406103

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Amino-5-fluorophenolHCID 185763—
ReactantMethyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 2759834—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 4-(4-fluoro-2-hydroxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylateHCID 58413076—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (500 mg), 2-amino-5-fluor-phenol (265 mg) and p-toluenesulfonic acid (75 mg) in dioxane (5 ml) was stirred at 140° C. for 15 minutes under microwave radiation. The reaction mixture was allowed to cool, filtered and the filtercake was washed with dioxane, MeOH and diethyl ether to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754079B2
Source datasetuspto-grants-2014_06
ORD IDord-3871432405184e2ba8fa723a6a9c9322
Source noteuspto-grants-2014_06