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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536152Generated: October 29, 2026

Dabco → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(2-oxo-1,2-dihydro-4-pyrimidinyl)oxy]methyl}benzonitrile

https://huagongshe.com/reaction/536152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant5-{[(2-Chloro-4-pyrimidinyl)oxy]methyl}-2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrileHCID 86697022—
SolventWaterHCID 962—
Product2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(2-oxo-1,2-dihydro-4-pyrimidinyl)oxy]methyl}benzonitrileHCID 5738318190.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 5-{[(2-chloro-4-pyrimidinyl)oxy]methyl}-2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzo-nitrile (2.30 g, 2.61 mmol), DABCO (0.147 g, 1.31 mmol) and potassium carbonate (1.08 g, 7.84 mmol) in a mixed solvents of 1,4-Dioxane (10 mL) and water (10 mL) was heated at 70° C. for 3 h, then concentrated and diluted with ethyl acetate (100 mL) and water (100 mL). Separated organic part was washed with water and brine, dried over sodium sulfate, concentrated. Purification via mass-directed autopreparation afforded the title product (1.0 g). LC-MS (ESI): m/z 420 [M−H]+; 3.89 min (ret time).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859573B2
Source datasetuspto-grants-2014_10
ORD IDord-b8e89fb151b14509abe8f37fa31af38c
Source noteuspto-grants-2014_10