Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 1-(tert-Butyldimethylsilyloxy)-1-methoxyethene | HCID 4564491 | — |
| Reactant | HCID 86631430 | HCID 86631430 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Tris(dibenzylideneacetone) dipalladium | HCID 9832798 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68784276 | HCID 68784276 | — |
Reaction Steps
A mixture of trifluoromethanesulfonic acid 8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yl ester (0.24 g), 1-(tert-butyldimethylsilyloxy)-1-methoxyethene (0.56 mL), sodium acetate (0.053 g), tris(dibenzylideneacetone) dipalladium (0) (0.024 g) and 1,1′-bis(diphenylphospino) ferrocene (0) (0.014 g) in N,N-dimethylformamide (2 mL) was heated by microwave irradiation at 120° C. for 10 minutes. The mixture was diluted with ethyl acetate, washed with water and saturated aqueous sodium chloride solution and then dried over sodium sulfate. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (1:9 to 1:6 by volume) to afford title compound as a pink solid, 0.12 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858640B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-66f17faa68c04e6e9b3229d47517a29f |
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| Source note | uspto-grants-2010_12 |
|---|