Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Benzamide, 3,4-dimethoxy-N-[[3-[[(1,2,3,4-tetrahydro-7-isoquinolinyl)amino]carbonyl]phenyl]methyl]- | HCID 25057409 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59190824 | HCID 59190824 | 68.2% |
Reaction Steps
Dissolved 3,4-dimethoxy-N-[3-(1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzyl]-benzamide (50.0 mg, 0.12 mmol) in 3 mL of toluene and added acrylonitrile (0.04 mL, 0.600 mmol). The mixture was heated at 80° C. for 2 h. LC-MS indicated the desired material. Concentrated to dryness and applied to a SiO2 prep plate. Eluted with (5% MeOH/1% NH3/CH2Cl2) to give 40.8 mg of N-{3-[2-(2-Cyano-ethyl)-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl]-benzyl}-3,4-dimethoxy-benzamide. MS, electrospray 499.5 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093266B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-1be0cac1175b4f26877d9e9669f65f35 |
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| Source note | uspto-grants-2012_01 |
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