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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406261Generated: October 26, 2026

Lauroyl peroxide → rac-tert-Butyl 8-bromo-2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate

https://huagongshe.com/reaction/406261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLauroyl peroxideHCID 7773—
ReactantN-bromobutanimideHCID 67184—
ReactantTert-butyl 2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylateHCID 66666294—
SolventChloroformHCID 6212—
Productrac-tert-Butyl 8-bromo-2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylateHCID 66666258—

Reaction Steps

To a stirred solution of tert-butyl 2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate (stepl) (530 mg, 1.275 mmol) in chloroform (10 ml) was added N-bromosuccinimide (272 mg, 1.531 mmol) followed by lauroyl peroxide (50.8 mg, 0.128 mmol) and the mixture was heated to reflux for 1 hour. The solvent was concentrated in vacuo. The crude product was purified by chromatography on silica eluting with 0-50% EtOAc in iso-hexane to afford the title compound which was used directly into the next step

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754085B2
Source datasetuspto-grants-2014_06
ORD IDord-0e59ea9ff5214e1989337910bed83900
Source noteuspto-grants-2014_06