HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methoxyquinoxaline-5-carbaldehyde → HCID 67130948, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methoxyquinoxaline-5-carbaldehyde | HCID 71607438 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67130948 | HCID 67130948 | 88% |
Reaction Steps
A suspension of methyltriphenylphosphonium bromide (22.78 g) in THF (200 mL) was treated with tBuOK (7.15 g) and further stirred at rt for 1 h. The mixture was cooled to 0° C. and treated with a solution of 3-methoxy-5-quinoxalinecarboxaldehyde (10.0 g; prepared according to WO 2006/021448) in THF (100 mL). The mixture was further stirred at rt for 3 h, diluted with ether and washed with water and an aq. sat. NH4Cl solution. The org. phase was dried over MgSO4 and concentrated under reduced pressure. The residue was crystallized from ether and the crystals were filtered off. The mother liquor was purified by CC (Hex/EA 1:1), affording a light orange solid (8.70 g; 88% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618092B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-708bd1467b1a4922988db9072b8b9bb2 |
| Source note | uspto-grants-2013_12 |