HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3,5-Dibromo-4-methoxy-phenyl)-(7-methyl-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-methyl-1H,2H,3H-pyrido[2,3-b][1,4]oxazine | HCID 23557630 | — |
| Reactant | 3,5-Dibromo-4-methoxybenzoyl chloride | HCID 33779630 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3,5-Dibromo-4-methoxy-phenyl)-(7-methyl-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone | HCID 44608222 | 91.3% |
Reaction Steps
In a 10 ml flask, 7-methyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (79 mg, 0.52 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (259 mg, 0.79 mmol) were dissolved in dichloromethane (2 ml). Triethylamine (0.22 ml, 1.58 mmol) was added thereto and then stirred at room temperature for 2 hours. After neutralizing with 1N hydrochloric acid solution, 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 silica eluting with a solvent of methanol:dichloromethane=1:30. The fractions containing the product were collected and evaporated to obtain white solid (210 mg, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394792B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-1767991662b947719c8c82fbf9efadcb |
| Source note | uspto-grants-2013_03 |