Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dibromo-4-methoxybenzoyl chloride | HCID 33779630 | — |
| Reactant | HCID 66936637 | HCID 66936637 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66936798 | HCID 66936798 | 91% |
Reaction Steps
In a 5 ml flask, 7-furan-3-yl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (18 mg, 0.089 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (32.1 mg, 0.098 mmol) were dissolved in dichloromethane (1 ml). Triethylamine (0.037 ml, 0.267 mmol) was added thereto and then stirred at 0° C. 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 preparative TLC eluting a solvent of dichloromethane:methanol=20:1. Silica gels containing the product were eluted with dichloromethane and the solvent was evaporated to obtain (3,5-dibromo-4-methoxy-phenyl)-(7-furan-3-yl-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone as white solid (40 mg, 91%).
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-b3e57c1ef1db49feb7c8e5efc079e940 |
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| Source note | uspto-grants-2013_03 |
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