HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910442Generated: October 29, 2026
Triethylamine → [(3RS,4SR)-1-Benzyl-4-(3-chloro-phenyl)-pyrrolidin-3-yl]-(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amine
https://huagongshe.com/reaction/910442
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Bromomethyl)-2-fluoro-1-(trifluoromethyl)benzene | HCID 2737574 | — |
| Reactant | [(3RS,4SR)-1-Benzyl-4-(3-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine | HCID 67399567 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [(3RS,4SR)-1-Benzyl-4-(3-chloro-phenyl)-pyrrolidin-3-yl]-(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amine | HCID 67218442 | 57.4% |
Reaction Steps
To a stirred solution of [(3RS,4SR)-1-benzyl-4-(3-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine (2.20 g, 7.31 mmol) in THF (70 ml) was added 4-bromomethyl-2-fluoro-1-trifluoromethyl-benzene (2.25 g, 8.75 mmol) and Et3N (1.21 ml, 8.75 mmol). The reaction mixture was stirred overnight at 40° C., concentrated under vacuo, diluted with EtOAc, washed with H2O. The organic phase was dried over Na2SO4 and the product purified by flash chromatography (SiO2, EtOAc/Heptane 1:3) to afford 2.0 g (57%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022099B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-bb01653f4db84a0486fc5f7ac001d8f9 |
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| Source note | uspto-grants-2011_09 |
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