HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21830680, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 21830640 | HCID 21830640 | — |
| Reactant | HCID 21830641 | HCID 21830641 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21830680 | HCID 21830680 | 64.4% |
Reaction Steps
3'-Acetyl-4-trifluoromethanesulfonyloxybiphenyl (2.0 g), (±)-5-(3-pyridyl)pent-1-yn-3-ol (1.4 g), bis(triphenylphosphine)palladium(II) chloride (0.2 g) in N,N-dimethylformamide (8 ml) and triethylamine (4.5 ml) were heated at 90° C. for 2 hours with stirring under nitrogen. After cooling the reaction was poured into water and extracted with dichloromethane. The organic solution was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with ethanol:dichloromethane (3:97) to give the sub-title compound as a pale yellow gum (1.33 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-9519502fe3f4421ea2234859878c9770 |
| Source note | uspto-grants-1999_11 |