HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → n-[2-(n,n-Dimethylamino)methyl-6-tetralinyl]-(4'-methoxybiphenyl-4-yl)carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4'-Methoxy(1,1'-biphenyl)-4-carboxylic acid | HCID 2759552 | — |
| Reactant | 6-[(Dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine | HCID 21939721 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | n-[2-(n,n-Dimethylamino)methyl-6-tetralinyl]-(4'-methoxybiphenyl-4-yl)carboxamide | HCID 9844702 | 57.9% |
Reaction Steps
DMF solution (0.25 ml) of 2M HOBt, DMF solution (0.30 ml) of 2M WSCD, triethylamine (0.14 ml) and DMAP (0.132 g) were added to DMF solution (3 ml) of 6-amino-2-(N,N-dimethylamino)methyltetralin (0.139 g) and 4-(4-methoxy phenyl) benzoic acid (0.118 g). After the reaction mixture was stirred at room temperature for 12 hours, 10% potassium carbonate solution was added, and extraction was conducted using ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting crude crystal was washed with diethyl ether, which was recrystallized using ethyl acetate-hexane, to give the titled compound (0.124 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115750B1 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-cb3a2a582ed54c7ea90cb34b1c527f82 |
| Source note | uspto-grants-2006_10 |