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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733185Generated: October 27, 2026

Benzene, 1-bromo-2-(trifluoromethyl)- → 4-(3-Benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile

https://huagongshe.com/reaction/733185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-2-(trifluoromethyl)-HCID 9806—
Reactant4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrileHCID 57839110—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(3-Benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrileHCID 57839114—

Reaction Steps

A solution of 4-(3-benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile (100 mg), trifluoromethylbromobenzene (36□μL) and 1,1′-(bistriphenylphosphino)ferrocenedichloropalladium(II) (16 mg) in dimethylformamide (5 mL) was heated in microwave at 150° C. for 5 min. The resulting suspension was diluted with ethyl acetate and water (20 mL), the organic layer being separated, dried over sodium sulphate and evaporated at reduced pressure. Flash silica chromatography afforded 4-(3-benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile as a yellow gum (47 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589095B2
Source datasetuspto-grants-2009_09
ORD IDord-8996478be43943e783160332716c8d63
Source noteuspto-grants-2009_09