HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N,N-bis(3-methylbutyl)-4-nitro-3-[(3-piperidin-1-ylpropyl)amino]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Piperidine-1-propylamine | HCID 19049 | — |
| Reactant | 3-fluoro-N,N-bis(3-methylbutyl)-4-nitrobenzamide | HCID 68447111 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N,N-bis(3-methylbutyl)-4-nitro-3-[(3-piperidin-1-ylpropyl)amino]benzamide | HCID 68446148 | 78% |
Reaction Steps
A mixture of 3-fluoro-N,N-bis(3-methylbutyl)-4-nitrobenzamide (430 mg, 1 eq, prepared according to Example A1), 3-piperidino-propylamine (212 mg, 1.1 eq) and potassium carbonate (365 mg, 2 eq) in acetonitrile (10 ml) is heated under reflux for 3 hours then concentrated under reduced pressure at 40° C. The residue is taken up in dichloromethane (50 ml) and water (20 ml). After decantation and extractions, the combined organic phases are washed with salt water, dried over Na2SO4 then concentrated under reduced pressure at 40° C. Purification of the residue by flash chromatography on silica gel (eluent: ethyl acetate 100%) produces the expected compound in the form of a yellow oil (460 mg; 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816539B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-eb5880e7af014723bd7026ee0276f433 |
| Source note | uspto-grants-2010_10 |