Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 53786679 | HCID 53786679 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 18507156 | HCID 18507156 | — |
Reaction Steps
To a solution of trifluoro-methanesulfonic acid 3-[1-benzyl-3-(4-diethylcarbamoyl-phenyl)-piperidin-3-yl]-phenyl ester (0.40 g, 0.69 mmol) in DMF (8 mL) was added zinc cyanide (0.057 g, 0.49 mmol) and tetrakis triphenylphosphine palladium (0.16 g, 0.14 mmol). The reaction was stirred under a nitrogen atmosphere at 90° C. for 5 hours. The mixture was cooled to room temperatures and it was diluted with diethyl ether (30 mL). The organic layer was washed with brine (5×10 mL), dried (MgSO4) and concentrated. Purification with hexanes/EtOAc (1:1) afforded 0.28 g of 4-[1-benzyl-3-(3-cyano-phenyl)-piperidin-3-yl]-N,N-diethyl-benzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06503905B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-113873f121dc4c878f688e5383540cdc |
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| Source note | uspto-grants-2003_01 |
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