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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943664Generated: November 2, 2026

Water → (7-Bromo-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-(3,5-dibromo-4-methoxy phenyl)-methanone

https://huagongshe.com/reaction/1943664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,5-Dibromo-4-methoxybenzoyl chlorideHCID 33779630—
Reactant7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazineHCID 66789061—
SolventDichloromethaneHCID 6344—
Product(7-Bromo-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-(3,5-dibromo-4-methoxy phenyl)-methanoneHCID 6693652063.1%

Reaction Steps

To a 10 ml flask, 7-bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (37 mg, 0.172 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (113 mg, 0.344 mmol) were dissolved in dichloromethane (0.5 ml). Triethylamine (0.120 ml, 0.860 mmol) was added thereto and then 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 white solid (55 mg, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-894d1d2e05624fb6bbbb2cf5c474be0d
Source noteuspto-grants-2013_03