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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532257Generated: October 25, 2026

2-Amino-5-fluorophenol → Methyl 4-(4-fluoro-2-hydroxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/532257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-fluorophenolHCID 185763—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
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

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (0.5 g), 2-amino-5-fluorophenol (265.0 mg), p-toluenesulfonic acid monohydrate (75.0 mg) and dioxane (5.0 ml) were combined in a microwave tube. The mixture was heated at 140° C. for 15 min under microwave irradiation. Then the mixture was allowed to cool to room temperature and a precipitate formed. The precipitate was collected by filtration, washed with dioxane, methanol and Et2O to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853193B2
Source datasetuspto-grants-2014_10
ORD IDord-f0706b0db6c148bc924368d0898e5959
Source noteuspto-grants-2014_10