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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507871Generated: October 30, 2026

Hydrochloric Acid → 6-(4-fluorophenyl)-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1507871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzonitrileHCID 7505—
ReactantEthyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylateHCID 21529229—
Solvent1,4-DioxaneHCID 31275—
Product6-(4-fluorophenyl)-2-phenylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 6675871382.7%

Reaction Steps

To a solution of ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.2 g, 0.75 mmol) and benzonitrile (0.23 g, 2.26 mmol) in dioxane (4 ml) was added 4M HCl in dioxane (4 ml). The mixture was stirred at room temperature overnight. The precipitate was filtered off, washed with diethyl ether and dried. The solid was redissolved in DMF and the mixture was heated at 100° C. for 3 hours. The solvents were removed under reduced pressure. The residue was diluted with water and the solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 60:1) to yield the title compound as a white solid (0.20 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221822B2
Source datasetuspto-grants-2015_12
ORD IDord-515c31d6a61d4f75b8692a0d3b8e3ac4
Source noteuspto-grants-2015_12