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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943741Generated: November 1, 2026

Water → HCID 66936666, compound

https://huagongshe.com/reaction/1943741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,5-Dibromo-4-methoxybenzoyl chlorideHCID 33779630—
ReactantHCID 66936733HCID 66936733—
SolventDichloromethaneHCID 6344—
ProductHCID 66936666HCID 66936666—

Reaction Steps

In a 10 ml flask, 7-(1H-indol-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (130 mg, 0.52 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (204 mg, 0.62 mmol) were dissolved in dichloromethane. Triethylamine (0.36 ml, 2.59 mmol) was added thereto and then stirred at room temperature 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 column chromatography on amine silica eluting with a solvent of dichloromethane. The fractions containing the product were collected and evaporated to obtain (3,5-dibromo-4-methoxy-phenyl)-[7-(1H-indol-4-yl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone as white solid (129 mg, 64% in two steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-011b75af29594c3ea5b0e3defae5c464
Source noteuspto-grants-2013_03