HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916534Generated: October 25, 2026
4-(3-Butyn-1-yl)benzenemethanol → (4-{4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-phenyl)-methanol
https://huagongshe.com/reaction/1916534
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-(3-Butyn-1-yl)benzenemethanol | HCID 23596609 | — |
| Reactant | 5-(4-Chlorophenyl)-2-iodopyridine | HCID 85969849 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4-{4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-phenyl)-methanol | HCID 69071295 | — |
Reaction Steps
Under a nitrogen atmosphere 76 mg (0.4 mmol) CuI and 281 mg (0.4 mmol) Pd(PPh3)2Cl2 are added to a solution of 1.27 g (7.92 mmol) (4-but-3-ynyl-phenyl)-methanol and 2.5 g (7.92 mmol) 5-(4-chloro-phenyl)-2-iodo-pyridine in 40 mL triethylamine and 20 mL DMF and the reaction mixture is stirred for 2 h at 65° C. The solvent is eliminated in vacuo, the residue is dissolved in a little EtOAc and MeOH and purified by chromatography on silica gel (gradient: cyc/EtOAc 3:1 to cyc/EtOAc 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618132B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-b017d4da26884d0cb229c05bd861d94d |
|---|
| Source note | uspto-grants-2013_12 |
|---|
