Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 1-(tert-Butyldimethylsilyloxy)-1-methoxyethene | HCID 4564491 | — |
| Reactant | HCID 86631440 | HCID 86631440 | — |
| Catalyst | 1,5-Diphenylpenta-1,4-dien-3-one;palladium | HCID 154270 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68782451 | HCID 68782451 | — |
Reaction Steps
A mixture of trifluoromethanesulfonic acid 8-chloro-3-(4-methanesulfonylbenzyl)-4-methyl-2-oxo-1,2-dihydroquinolin-5-yl ester (0.042 g), 1-(tert-butyldimethylsilyloxy)-1-methoxyethene (0.10 mL), sodium acetate (0.008 g), bis(dibenzylideneacetone) palladium (0.002 g) and 1,1′-bis(diphenylphospino) ferrocene (0) (0.002 g) in N,N-dimethylformamide (0.8 mL) was heated by microwave irradiation at 120° C. for 15 minutes. The mixture was diluted with ethyl acetate and this solution was washed with saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and purification of the residue by column chromatography on silica gel, eluting with a mixture of dichloromethane and ethyl acetate (1:0 to 1:1 by volume) gave title compound as an off-white solid, 0.053 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-a9d2be93509245de9852352c3a3bf4e2 |
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| Source note | uspto-grants-2010_12 |
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