HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271301Generated: October 25, 2026
2-(4-Pentynyloxy)tetrahydro-2H-pyran → 5,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine
https://huagongshe.com/reaction/1271301
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-(4-Pentynyloxy)tetrahydro-2H-pyran | HCID 357816 | — |
| Reactant | 5-Chloro-2,3-Diphenylpyrazine | HCID 3654493 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine | HCID 22931955 | 75.8% |
Reaction Steps
To a solution of 1.58 g of 2-chloro-5,6-diphenylpyrazine in 10 ml of triethylamine, 1.20 g of 5-(2-tetrahydropyranyloxy)-1-pentyne, 208 mg of dichlorobis(triphenylphosphine)palladium (II) and 56 mg of copper (I) iodide were added, followed by stirring under an argon atmosphere at 80° C. for 8 hours. The solvent was evaporated under reduced pressure and the residue was dissolved in diethyl ether, and then the insoluble matter was removed by filtration through celite. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain 1.79 g of the desired compound as a brown oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07205302B2 |
|---|
| Source dataset | uspto-grants-2007_04 |
|---|
| ORD ID | ord-30c9cb5a484e4641a505c92c2d64f0e7 |
|---|
| Source note | uspto-grants-2007_04 |
|---|