HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-Fluoro-3-((trimethylsilyl)ethynyl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2-Amino-5-fluoro-3-iodopyridine | HCID 18455974 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Fluoro-3-((trimethylsilyl)ethynyl)pyridin-2-amine | HCID 59706849 | — |
Reaction Steps
But using 14 g of 5-fluoro-3-iodopyridin-2-ylamine, 12.47 ml of ethynyltrimethylsilane, 2.24 g of copper iodide, 2.74 g of lithium chloride, 41.33 ml of triethylamine and 2.15 g of [1,1′-bis(diphenylphosphino)ferrocene] palladium(II) chloride in 441 ml of dimethylformamide. After flash chromatography on a silica column (eluent: dichloromethane), 7.91 g of 5-fluoro-3-trimethylsilanylethynylpyridin-2-ylamine are thus obtained in the form of a solid, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528147B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-40d8c0aa1d10499e8ea56d4e7056b3cd |
| Source note | uspto-grants-2009_05 |