Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butyne | HCID 7846 | — |
| Reactant | Methyl 2-chloropyridine-4-carboxylate | HCID 2736842 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21193314 | HCID 21193314 | — |
Reaction Steps
A mixture of methyl 2-chloropyridine-4-carboxylate (3.32 g, 19.3 mmol), bis(triphenylphosphine)palladium(II) chloride (0.82 g, 1.1 mmol), copper(I) iodide (0.36 g, 1.9 mmol), triethylamine (30 mL), and n-but-1-yne (˜5 g) was heated in a sealed tube at 80° C. overnight. The product mixture was concentrated, and the residue was subjected to column chromatography on silica gel eluting with chloroform. Collection and concentration of appropriate fractions provided the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06248756B1 |
|---|
| Source dataset | uspto-grants-2001_06 |
|---|
| ORD ID | ord-78cb0fad0b48497abf837031443014a5 |
|---|
| Source note | uspto-grants-2001_06 |
|---|
