Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dibromo-4-methoxybenzoyl chloride | HCID 33779630 | — |
| Reactant | HCID 66936957 | HCID 66936957 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66936483 | HCID 66936483 | 73% |
Reaction Steps
In a 10 ml flask, 7-(5-methoxy-pyridin-3-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (72 mg, 0.30 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (146 mg, 0.45 mmol) were dissolved in dichloromethane. Triethylamine (0.21 ml, 1.50 mmol) was added thereto and then stirred at room temperature for 3 hours. After completion of the reaction by adding water dropwise, the mixture was extracted with dichloromethane, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on amine silica eluting with a solvent of dichloromethane. The fractions containing the product were collected and evaporated to obtain (3,5-dibromo-4-methoxy-phenyl)-[7-(5-methoxy-pyridin-3-yl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone as white solid (116 mg, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394792B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-4bef920759784f8f9094b9c7cfe8a1da |
|---|
| Source note | uspto-grants-2013_03 |
|---|