HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lauroyl peroxide → rac-tert-Butyl 8-bromo-2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lauroyl peroxide | HCID 7773 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Tert-butyl 2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate | HCID 66666294 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | rac-tert-Butyl 8-bromo-2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754085B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-0e59ea9ff5214e1989337910bed83900 |
| Source note | uspto-grants-2014_06 |