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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240652Generated: October 25, 2026

Hydrochloric Acid → 4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methylester

https://huagongshe.com/reaction/240652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantMethyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 2759834—
Reactant4-Fluoro-2-(oxan-4-yloxy)anilineHCID 58413079—
Solvent1,4-DioxaneHCID 31275—
Product4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methylesterHCID 46182044—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (8.5 g) and 4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)aniline (7.4 g) (intermediate XX) in dioxane (100 ml) was added HCl in dioxan (4M; 0.9 ml). The reaction was stirred at 100° C. overnight. The reaction mixture was allowed to warm to room temperature and water (50 ml) was added. The precipitate was isolated by filtration

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648068B2
Source datasetuspto-grants-2014_02
ORD IDord-f5a5064ede1149bb8dfea67882202a36
Source noteuspto-grants-2014_02