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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408830Generated: October 25, 2026

4-Fluorophenyl isothiocyanate → 3-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-one

https://huagongshe.com/reaction/408830

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorophenyl isothiocyanateHCID 15241—
ReactantEthyl 3-aminopyridine-2-carboxylateHCID 565054—
SolventPyridineHCID 1049—
Product3-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-oneHCID 57614148—

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of ethyl 3-aminopyridine-2-carboxylate (2.0 g, 12.0 mmol) and 4-fluorophenylisothiocyanate (1.84 g, 12.0 mmol) in 7 mL of anhydrous pyridine is stirred at 45° C. for 21 h. After cooling, the pyridine is evaporated in vacuo, and ice water is added to the residue. The resulting mixture is slurried in EtOAc and filtered to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.59 (1H, m), 7.79 (2H, m), 7.33 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759361B2
Source datasetuspto-grants-2014_06
ORD IDord-c5235bf44fe247beb342bde1ae6c455c
Source noteuspto-grants-2014_06