HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-[(1-benzylpiperidin-3-yl)methyl]-N-(3,4-dichlorophenyl)-3-oxopiperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3,4-Dichlorophenyl isocyanate | HCID 7607 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[(1-Benzylpiperidin-3-yl)methyl]piperazin-2-one dihydrochloride | HCID 67220677 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(1-benzylpiperidin-3-yl)methyl]-N-(3,4-dichlorophenyl)-3-oxopiperazine-1-carboxamide | HCID 11677246 | 84% |
Reaction Steps
To a mixture of 1-[(1-benzylpiperidin-3-yl)methyl]piperazin-2-one dihydrochloride (83 mg) in dichloromethane (10 mL) was added N,N-di-iso-propylethylamine (0.1 mL). After 1 minute dimethylformamide (1 mL) was added followed by 3,4-dichlorophenyl isocyanate (47 mg). The solution was stirred for 5 minutes and then partitioned between dichloromethane and water. The organic layer was separated, dried over sodium sulfate and evaporated. The residue was purified by silica column chromatography, eluting with a gradient of 0 to 10% MeOH in dichloromethane to give the title compound as a white solid (92 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906645B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-f8ecd4a1d06646f886e016f723e50dec |
| Source note | uspto-grants-2011_03 |