HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 1-bromo-N-hydroxymethanecarbonimidoyl bromide | HCID 2763219 | — |
| Reactant | 5-(Hex-5-enyl)-2,3-dip-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine | HCID 89690177 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Bromo-5-(4-(2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-4,5-dihydroisoxazole | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115129B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-e449091dabbd4134ac8d36a5a41f4c7b |
| Source note | uspto-grants-2015_08 |