Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 23156555 | HCID 23156555 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24879213 | HCID 24879213 | 84.2% |
Reaction Steps
Under an argon atmosphere, 1-{2-[(6,7-dimethoxy-4-quinolyl)oxy]-5-methylphenyl}-1-propanol (compound 9) (31.3 mg) was dissolved in methylene chloride (2 ml), and 1,8-diazabicyclo[5.4.0]-7-undecene (30.7 mg) was then added to the solution, followed by cooling to −78° C. N-Tert-butylbenzenesulfineimidoyl chloride (30.4 mg) was dissolved in methylene chloride to prepare a solution, the solution was added thereto, and the mixture was stirred at −78° C. for 50 min. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was then washed with saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (26.2 mg, yield 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-477dd789dfcc4d1d944f9a999f4f5a87 |
|---|
| Source note | uspto-grants-2009_07 |
|---|