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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913084Generated: November 1, 2026

Sodium Carbonate → 2-bromo-4-(cyclopropylmethyl)pyrido[2,3-b]pyrazin-3(4H)-one

https://huagongshe.com/reaction/1913084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhosphorus oxybromideHCID 24613—
Reactant4-(cyclopropylmethyl)-2-hydroxypyrido[2,3-b]pyrazin-3(4H)-oneHCID 178516909—
Solvent1,1-DichloroethaneHCID 6365—
Product2-bromo-4-(cyclopropylmethyl)pyrido[2,3-b]pyrazin-3(4H)-oneHCID 5810319866.5%

Reaction Steps

700 mg (3.22 mM) of 4-(cyclopropylmethyl)-2-hydroxypyrido[2,3-b]pyrazin-3(4H)-one and 972.3 mg (3.22 mM) of phosphorus oxybromide at 95% in 10 ml of dichloroethane were refluxed for 16H under stirring. The reaction mixture was then basified with an aqueous solution of sodium carbonate and the aqueous layer was extracted with dichloromethane. The organic layer was separated, washed with water, dried on anhydrous sodium sulfate and the solvent was removed under vacuum. The compound was further purified by silica gel column chromatography, using dichloromethane as eluant, to give, after evaporation, 650 mg of 2-bromo-4-(cyclopropylmethyl)pyrido[2,3-b]pyrazin-3(4H)-one as a white solid. Yield: 66.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609689B2
Source datasetuspto-grants-2013_12
ORD IDord-64b4441aaa0e4917a4d7f7133c330d4c
Source noteuspto-grants-2013_12