HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylacetylene → HCID 57804191, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylacetylene | HCID 138823 | — |
| Reactant | Ethyl 2,6-dichloronicotinate | HCID 12263987 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57804191 | HCID 57804191 | 31% |
Reaction Steps
Ethyl 2,6-dichloropyridine-3-carboxylate (2.0 g, 9.1 mmol), ethynylcyclopropane (1.6 mL of a 70% w/v solution in toluene, 13.63 mmol), copper(I) iodide (173 mg, 0.9 mmol), bis(triphenylphosphine) palladium(II) chloride (1.28 g, 1.82 mmol) were stirred in 40 mL triethylamine at room temperature for 24 h. The solvent was removed in vacuo and the residue was purified by column chromatography using 10-50% EtOAc/hexane to give the product (0.7 g, 31%) as a brown oil. m/z=250 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576099B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-8c2e775bf19849fdaac9bf2e355dc5f4 |
| Source note | uspto-grants-2009_08 |