HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → 2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | 2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamide | HCID 86714297 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamide | HCID 86714296 | 92.2% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamide (Example 26c, 0.458 g, 1.46 mmol) in EtOH (20 mL) was added cyclohexene (0.74 mL, 7.3 mmol) and catalytic amount of 10% Pd/C (0.146 mg). Reaction mixture was heated at 100° C. for 40 minutes, then filtered through Cellite, washed with EtOH (100 mL) and evaporated to give 2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamide (0.407 g, 92%) which was used in to next step without further purification. MS 303 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09420814B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-fa9d32aad2df429192ad01b6db564147 |
| Source note | uspto-grants-2016_08 |