HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 6-[Ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amino]-nicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 6-Fluoronicotinic Acid | HCID 242819 | — |
| Reactant | Ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amine | HCID 22218216 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-[Ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amino]-nicotinic acid | HCID 10131865 | 12% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
To a mixture of 1.78 g (8.3 mmol) of ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amine (Compound 166) and 0.55 g (3.9 mmol) of 6-fluoro-nicotinic acid was added a small amount of ether and toluene to help stirring. The resulting mixture was heated at 100-150° C. for 1 h. The mixture was cooled. The product was purified by flash chromatography (silica, 50% ethyl acetate in hexanes) followed by recrystallization using ethyl acetate:hexane (1:1) to give the title compound as white crystals (158 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613917B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-1b1026bdaf164045883179f349562783 |
| Source note | uspto-grants-2003_09 |