HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 6-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 6-chloro-4-phenoxynicotinate | HCID 54487232 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl ester | HCID 53844221 | 43% |
Reaction Steps
A solution of 130 mg (0.468 mmol) 6-chloro-4-phenoxy-nicotinic acid ethyl ester, 0.040 ml (0.47 mmol) morpholine and 0.065 ml (0.47 mmol) triethylamine in 7 ml tetrahydrofuran was stirred at reflux for 40 h. After cooling to room temperature the reaction mixture was filtered, diluted with ethyl acetate and washed with water and saturated aqueous sodium chloride solution. The organic layer was dried with sodium sulfate and concentrated. Flash column chromatography afforded 66 mg (43%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06596773B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-ca521c2e65814e3e98b81b51ee9d91ea |
| Source note | uspto-grants-2003_07 |