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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674705Generated: October 27, 2026

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

https://huagongshe.com/reaction/1674705

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 numberUS08003656B2
Source datasetuspto-grants-2011_08
ORD IDord-65fe1994c29644bc93f763948915f659
Source noteuspto-grants-2011_08