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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943694Generated: November 2, 2026

Hydrochloric Acid → (3,5-Dibromo-4-hydroxy-phenyl)-[7-(2-trifluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone

https://huagongshe.com/reaction/1943694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPiperazineHCID 4837—
ReactantLithium BromideHCID 82050—
Reactant(3,5-Dibromo-4-methoxy-phenyl)-[7-(2-trifluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanoneHCID 66936860—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(3,5-Dibromo-4-hydroxy-phenyl)-[7-(2-trifluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanoneHCID 4460887669.4%

Reaction Steps

In a 10 ml flask, (3,5-dibromo-4-methoxy-phenyl)-[7-(2-trifluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone (46 mg, 0.08 mmol), lithium bromide (56 mg, 0.64 mmol) and piperazine (10 mg, 0.04 mmol) were dissolved in 3 ml of N,N-dimethyl formamide, and then stirred at 100□ for 2 hours. After completion of the reaction by adding water dropwise, the mixture was adjusted to weak acidic condition (pH=6) by using 1N hydrochloric acid. The formed solid was filtered and washed with distilled water. The resulting solid was recrystallized from methanol to obtain the target compound 46, i.e., (3,5-dibromo-4-hydroxy-phenyl)-[7-(2-trifluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone (31 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-a6d3aba7c9f54dc2963c589a8af6cdc4
Source noteuspto-grants-2013_03