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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943665Generated: November 1, 2026

Hydrochloric Acid → (2,3-Dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-fluoro-4-methoxy-phenyl)-methanone

https://huagongshe.com/reaction/1943665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant3-Fluoro-4-methoxybenzoyl chlorideHCID 2779255—
Reactant2H,3H,4H-pyrido[4,3-b][1,4]oxazineHCID 21885950—
SolventDichloromethaneHCID 6344—
Product(2,3-Dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-fluoro-4-methoxy-phenyl)-methanoneHCID 6693649433.1%

Reaction Steps

In a 10 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (50 mg, 0.441 mmol) and 3-fluoro-4-methoxy-benzoyl chloride (125 mg, 0.661 mmol) were dissolved in dichloromethane. Triethylamine (0.77 ml, 1.288 mmol) was added thereto and then stirred at room temperature for 2 hours. After neutralizing with 1N hydrochloric acid solution, 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 silica eluting with a solvent of ethyl acetate. The fractions containing the product were collected and evaporated to obtain white solid (42.1 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-af2dc1de901f4625a04ec7ca41d62b61
Source noteuspto-grants-2013_03