Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59114Generated: October 30, 2026

Water → 4-(Azetidin-1-yl)-2-chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

https://huagongshe.com/reaction/59114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzetidineHCID 10422—
ReactantSodium MethoxideHCID 10942334—
Reactant2,4-Dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidineHCID 117820912—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product4-(Azetidin-1-yl)-2-chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidineHCID 117821136—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of azetidine (0.224 g, 2.39 mmol) and sodium methoxide (0.326 mL, 1.75 mmol) in MeOH (2 mL) was added to an ice-cold solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine (0.208 g, 0.80 mmol) in acetonitrile (2 mL). The mixture was stirred at 0° C. for 15 minutes. Water was added. The mixture was purified by preparative HPLC to give the title compound, 0.091 g (41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-7cca4d8138f842bb8432c4161ece299f
Source noteuspto-grants-2016_09