HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(6-bromoquinolin-2-yl)cyclohexanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | 6-Bromoquinolin-2-amine | HCID 11183666 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(6-bromoquinolin-2-yl)cyclohexanecarboxamide | HCID 86700452 | — |
Reaction Steps
To a solution of 2-amino-6-bromoquinoline (250 mg, 1.121 mmol) in CH2Cl2 (7 mL) was added Et3N (0.94 mL, 6.726 mmol) and DMAP (137 mg, 1.121 mmol) followed by cyclohexanecarbonyl chloride (0.46 mL, 3.362 mmol). The reaction mixture was stirred at rt for 20 min and then diluted with EtOAc, washed with H2O, brine, dried over Na2SO4, filtered and concentrated and purified by flash column chromatography (silica gel, 0 to 40% ethyl acetate/hexanes) to give the product. LCMS-ESI+: calc'd for C16H18BrN2O: 333.0 (M+H+); found: 333.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987250B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1e7006e14e864e8f97188586454dc1cd |
| Source note | uspto-grants-2015_03 |