HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852395Generated: October 25, 2026
Triethylamine → 5-Chloro-2-(trifluoromethyl)pyrimidine
https://huagongshe.com/reaction/852395
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetamidine | HCID 2776882 | — |
| Reactant | Hexafluoro phosphate | HCID 6477909 | — |
| Reactant | HCID 10590808 | HCID 10590808 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Chloro-2-(trifluoromethyl)pyrimidine | HCID 33697960 | 56.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253192B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-7671513651e443afa296bc72042681e4 |
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| Source note | uspto-grants-2007_08 |
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