Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dibromo-4-methoxybenzoyl chloride | HCID 33779630 | — |
| Reactant | HCID 66936396 | HCID 66936396 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66936878 | HCID 66936878 | 33.7% |
Reaction Steps
To a 10 ml flask, 7-cyclopropyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (10 mg, 0.057 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (28 mg, 0.085 mmol) were dissolved in dichloromethane (1.2 ml). After cooling to 0□, triethylamine (0.04 ml, 0.285 mmol) was added thereto and then stirred at room temperature for 3 hours. The reaction mixture was neutralized with 1N hydrochloric acid solution and extracted with dichloromethane, and then the combined organic layer was dried over anhydrous magnesium sulfate (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of ethyl acetate and n-hexane (1:1). The fractions containing the product were collected and evaporated to obtain the target compound as white solid (9.0 mg, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394792B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-de528e176e834ae8b5b684388942ecd8 |
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| Source note | uspto-grants-2013_03 |
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