HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Butyn-1-OL → HCID 68425529, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Reactant | HCID 68423734 | HCID 68423734 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Bis(benzonitrile)palladium chloride | HCID 498840 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | HCID 68425529 | HCID 68425529 | — |
Reaction Steps
To a nitrogen purged solution of compound 20.2 (0.79 mmol), 3-butyn-1-ol (2.5 equivalents), Pd(PhCN)2Cl2 (0.2 equivalent) in piperidine was added CuI (0.5 equivalent) followed by stirring at room temperature for 3 hours. The reaction mixture was then subjected to an aqueous work-up and purified by flash column chromatography on silica gel to provide N-(4-{2-[6-(4-hydroxy-but-1-ynyl)-thieno[3,2-d]pyrimidin-4-ylamino]-ethyl}-phenyl)-3-trifluoromethyl-benzamide (compound 23.1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601725B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-445448a21ec84f84b20fb22bb2e76c66 |
| Source note | uspto-grants-2009_10 |