HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943669Generated: November 1, 2026
Water → (3,5-Difluoro-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone
https://huagongshe.com/reaction/1943669
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Difluoro-4-methoxybenzoyl chloride | HCID 17750662 | — |
| Reactant | 2H,3H,4H-pyrido[4,3-b][1,4]oxazine | HCID 21885950 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3,5-Difluoro-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone | HCID 44608224 | 76% |
Reaction Steps
In a 10 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (60 mg, 0.44 mmol) and 3,5-difluoro-4-methoxy-benzoyl chloride (120 mg, 0.572 mmol) were dissolved in dichloromethane (1 ml). Triethylamine (0.080 ml, 0.57 mmol) was added thereto and stirred at room temperature for 1 hour. After completion of the reaction by adding water to the reaction mixture, the organic layer was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, 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 dichloromethane:ethyl acetate:n-hexane=1:2:5. The fractions containing the product were collected and evaporated to obtain the target compound 28 as white solid (102 mg, 76%).
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-72118c3a5d5d4031a09527daba958d42 |
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| Source note | uspto-grants-2013_03 |
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