HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminopyridine → (2z,4e,6e,8e)-3,7-Dimethyl-n-(pyridin-4-yl)-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Isotretinoin | HCID 5282379 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2z,4e,6e,8e)-3,7-Dimethyl-n-(pyridin-4-yl)-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenamide | HCID 59539419 | 57% |
Reaction Steps
A suspension of 13-cis-retinoic acid (0.10 g, 0.33 mmol), CH2Cl2 (5 mL), 4-aminopyridine (0.03 g, 0.33 mmol), and DCC (0.07 g, 0.33 mmol) was stirred at room temperature for 24 h. The mixture was filtered, concentrated, and purified by silica gel flash column chromatography to give the product as a yellow solid (0.07 g, 57%). EIMS m/z: 377 ([M]+), 375 ([M]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791275B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ac48fceb2fa14eff8bbb256f5f830ca2 |
| Source note | uspto-grants-2014_07 |