HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67396130, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 86674516 | HCID 86674516 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67396130 | HCID 67396130 | — |
Reaction Steps
A solution of 3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazin-2-yl trifluoromethanesulfonate (298 mg, 1.00 mmol), palladium(II) acetate (11 mg, 0.0490 mmol), bis(diphenylphosphino)ferrocene (55 mg, 0.0992 mmol), and triethylamine (202 mg, 2.00 mmol) in N,N-dimethylacetamide (3.0 mL) was heated at 80° C. for 24 h under carbon monoxide. After being cooled to ambient temperature, the reaction mixture was diluted ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, filtrated and concentrated in vacuo. The crude was purified by silica gel column chromatography (hexane:ethyl acetate=3:1 to ethyl acetate) to give ethyl 3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazine-2-carboxylate. MS (APCI): m/z 223 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969376B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-78240e8a838c4ce3b54a24077bc29fb2 |
| Source note | uspto-grants-2015_03 |