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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862339Generated: October 29, 2026

Hydrochloric Acid → 3-{2-Chloro-4-fluoro-5-[2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine

https://huagongshe.com/reaction/1862339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 3-amino-4,4,4-trifluorocrotonateHCID 5702529—
Reactant4-Chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}phenyl isocyanateHCID 18619276—
SolventDimethylformamideHCID 6228—
Product3-{2-Chloro-4-fluoro-5-[2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridineHCID 18619210—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1 ml of N,N-dimethylformamide and 26 mg of sodium hydride, a solution of 126 mg of ethyl 3-amino-4,4,4-trifluorocrotonate in 1 ml of N,N-dimethylformamide was added and the mixture was stirred at 0° C. Thereafter, to the reaction mixture was added a mixture of 266 mg of 4-chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}phenyl isocyanate and 1 ml of N,N-dimethylformamide at the same temperature, and the mixture was stirred over night at room temperature. The reaction solution was poured into a mixture of hydrochloric acid and ice water, and to obtain 3-{2-chloro-4-fluoro-5-[2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06537948B1
Source datasetuspto-grants-2003_03
ORD IDord-6732037b723c423f8924de54a13ed7d3
Source noteuspto-grants-2003_03