Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | 2-[6-(Trifluoromethyl)pyridin-3-yl]propan-2-amine | HCID 54579902 | — |
| Reactant | HCID 57951174 | HCID 57951174 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57951175 | HCID 57951175 | 58% |
Reaction Steps
Charge toluene (20 mL) to a flask containing (±)-5-m-tolyl-1-(4-trifluoromethoxy-phenyl)-pyrrolidine-2,3-dione (4.13 g; 11.82 mmol). Add 1-methyl-1-(6-trifluoromethyl-pyridin-3-yl)-ethylamine (4.83 g, 23.65 mmol) to the above solution in an atmosphere of N2. Heat the reaction mixture to 80° C. for 24 hours. Cool to ambient temperature and evaporate in vacuo. Dissolve in MeOH (90 mL) and pass through an SCX-2 ion exchange resin cartridge. Evaporate the MeOH wash to give the crude product. Purify on an SCX-2 ion exchange resin cartridge (eluent with methanol) and then by chromatography on a silica gel column eluting with iso-hexane/ethyl acetate (80:20) to afford the titled compound (2.54 g, 58%). MS (m/z): 536.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168659B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-9b0a1fcdab7a4616a416385c29c7f1d1 |
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| Source note | uspto-grants-2012_05 |
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