Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline | HCID 28293305 | — |
| Reactant | HCID 86646595 | HCID 86646595 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59536267 | HCID 59536267 | — |
Reaction Steps
To a 50 mL round-bottomed flask was added 1-((4-fluorophenyl)(2-methoxy-ethyl)carbamoyl)-3-methyl-1H-imidazol-3-ium iodide (70 mg, 173 μmol, from step 3), (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (24 mg, 87 μmol), CH2Cl2 (1 mL), triethylamine (12 μL, 87 μmol). The reaction mixture was stirred at 40° C. for 28 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 30% EtOAc/hexanes to give (R)—N-(4-fluorophenyl)-N-(2-methoxyethyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide. MS (ESI pos. ion) m/z: 473 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476297B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-6c5cb11aa1894e8cb04c51a2ef9ca347 |
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| Source note | uspto-grants-2013_07 |
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