HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604091Generated: October 27, 2026
Ethyl Acetate → (3,5-Bis-trifluoromethyl-benzyl)-[2-(butyl-ethyl-amino)-5-trifluoromethyl-benzyl]-(6-chloropyrimidin-4-yl)-amine
https://huagongshe.com/reaction/604091
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | {2-[(3,5-Bis-trifluoromethyl-benzylamino)-methyl]-4-trifluoromethyl-phenyl}-butyl-ethyl-amine | HCID 86626753 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (3,5-Bis-trifluoromethyl-benzyl)-[2-(butyl-ethyl-amino)-5-trifluoromethyl-benzyl]-(6-chloropyrimidin-4-yl)-amine | HCID 86626845 | 73.5% |
Reaction Steps
{2-[(3,5-Bis-trifluoromethyl-benzylamino)-methyl]-4-trifluoromethyl-phenyl}-butyl-ethyl-amine (2.0 g), 4,6-dichloropyrimidine (1.19 g) and N-ethyldiisopropylamine (2.09 ml) are dissolved in toluene (10 ml) and the mixture is heated under reflux for 3 hours. The reaction solution is cooled to room temperature, and thereto are added ethyl acetate and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=19:1→17:3) to give (3,5-bis-trifluoromethyl-benzyl)-[2-(butyl-ethyl-amino)-5-trifluoromethyl-benzyl]-(6-chloropyrimidin-4-yl)-amine (1.8 g). MS (m/z): 613 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07906517B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-8d3188d6780c4f668bd2984456a74103 |
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| Source note | uspto-grants-2011_03 |
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