Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 1-(tert-Butyldimethylsilyloxy)-1-methoxyethene | HCID 4564491 | — |
| Reactant | HCID 86631433 | HCID 86631433 | — |
| 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 68782696 | HCID 68782696 | — |
Reaction Steps
A mixture of trifluoromethanesulfonic acid 8-chloro-3-(4-chlorophenylsulfanyl)-2,4-dimethylquinolin-5-yl ester (0.31 g), tert-butyl-(1-methoxyvinyloxy)dimethyl silane (0.71 mL), sodium acetate (0.064 g), bis(dibenzylideneacetone) palladium (0.018 g) and 1,1′-bis(diphenylphospino) ferrocene (0) (0.018 g) in N,N-dimethylformamide (4.0 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 cyclohexane (1:1 to 2:0 by volume) gave title compound as a pale yellow solid, 0.15 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07858640B2 |
|---|
| Source dataset | uspto-grants-2010_12 |
|---|
| ORD ID | ord-b608b298808f4739a6d2622055a05eaa |
|---|
| Source note | uspto-grants-2010_12 |
|---|