HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium cerium (IV) nitrate → 3-Methoxypyrido[2,3-b]pyrazin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium cerium (IV) nitrate | HCID 9869224 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 3-(Methyloxy)-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine | HCID 59437364 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Methoxypyrido[2,3-b]pyrazin-6(5H)-one | HCID 57815366 | 85% |
Reaction Steps
3-(Methyloxy)-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine (0.6 g, 2 mmol) was dissolved in acetonitrile (100 mL) and then ammonium cerium (IV) nitrate (1.09 g, 2 mmol) dissolved in water (50 mL) was added. The reaction was stirred at rt for 0.5 h and then 20% MeOH/DCM and water were added. The layers were separated and the aqueous was extracted with 20% MeOH/DCM twice more. The combined organic phases were dried, filtered and evaporated and the crude was purified by trituration with diethyl ether to afford the title compound (0.3 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071592B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-ff176b7ae83c414aaf071d0f7341f5eb |
| Source note | uspto-grants-2011_12 |