Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852395Generated: October 25, 2026

Triethylamine → 5-Chloro-2-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/852395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetamidineHCID 2776882—
ReactantHexafluoro phosphateHCID 6477909—
ReactantHCID 10590808HCID 10590808—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product5-Chloro-2-(trifluoromethyl)pyrimidineHCID 3369796056.2%

Reaction Steps

A solution of 4.70 g (85% purity, 35.65 mmol) of trifluoroacetamidine and 10.93 g (35.65 mmol) of ((Z)-2-chloro-3-dimethylamino-allylidene)-dimethyl-ammonium; hexafluoro phosphate [Davies, Ian W.; Marcoux, Jean-Francois; Wu, Jimmy; Palucki, Michael; Corley, Edward G.; Robbins, Michael A.; Tsou, Nancy, Ball, Richard G.; Dormer, Peter; Larsen, Robert D.; Reider, Paul J, Journal of Organic Chemistry 2000, 65(15), 4571-4574] in 70 ml acetonitrile was treated with 4.33 ml (42.78 mol) of triethylamine and stirred for 4 h at room temperature. The reaction was poured into 250 ml of water and extracted with ether (three times). The organic phases were washed with water (two times), dried (Na2SO4) and carefully evaporated to give 3.66 g of the title compound as an orange volatile liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253192B2
Source datasetuspto-grants-2007_08
ORD IDord-7671513651e443afa296bc72042681e4
Source noteuspto-grants-2007_08