Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 90413560 | HCID 90413560 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 90413214 | HCID 90413214 | — |
Reaction Steps
A mixture of Example 263B (2.5 g, 5.86 mmol), zinc cyanide (0.8 g, 7.0 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.4 g, 0.7 mmol) and tris(dibenzylideneacetone)dipalladium(0) (0.27 g, 0.3 mmol) in N,N-dimethylformamide (50 mL) and water (0.5 mL) was flushed with nitrogen and heated at 80° C. overnight. The reaction was quenched with brine and extracted with ethyl acetate (twice). The organic phase was concentrated and purified by flash chromatography (silica gel, 30% ethyl acetate in hexane) to afford the title compound. MS (ESI+) m/z 326 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09073922B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-e192d597ab524014b93a37a2d13ebe09 |
|---|
| Source note | uspto-grants-2015_07 |
|---|
