Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517915Generated: October 25, 2026

Potassium Bicarbonate → 3-Bromo-5-(4-(2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-4,5-dihydroisoxazole

https://huagongshe.com/reaction/517915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BicarbonateHCID 516893—
Reactant1-bromo-N-hydroxymethanecarbonimidoyl bromideHCID 2763219—
Reactant5-(Hex-5-enyl)-2,3-dip-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazineHCID 89690177—
SolventEthyl AcetateHCID 8857—
Product3-Bromo-5-(4-(2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-4,5-dihydroisoxazoleHCID 89690382—

Reaction Steps

A mixture comprising 5-(hex-5-enyl)-2,3-di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine (Intermediate H) (3.98 g, 10 mmol) and potassium hydrogen carbonate (5.01 g, 50.0 mmol) in EtOAc (50 ml) was treated dropwise with dibromoformaldoxime (6.08 g, 30.0 mmol) in EtOAc (50 ml) over 2 hours. The mixture was stirred at room temperature overnight and then filtered. The filtrate was washed with 1H HCl, water, brine and dried by passing through a phase separator. The solvent was removed under reduced pressure to afford the titled compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115129B2
Source datasetuspto-grants-2015_08
ORD IDord-e449091dabbd4134ac8d36a5a41f4c7b
Source noteuspto-grants-2015_08