HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → {(2RS,6SR)-4-[3-{[(2,4-Dichlorobenzyl)amino]carbonyl}-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]-2,6-dimethylpiperazin-1-yl}ethanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl{(2RS,6SR)-4-[3-{[(2,4-dichlorobenzyl)amino]carbonyl}-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]-2,6-dimethylpiperazin-1-yl}ethanoate | HCID 76607269 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | {(2RS,6SR)-4-[3-{[(2,4-Dichlorobenzyl)amino]carbonyl}-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]-2,6-dimethylpiperazin-1-yl}ethanoic acid | HCID 73170905 | — |
Reaction Steps
45.0 mg (0.06 mmol) of the compound from Example 1 are dissolved in 1 ml of dioxane, and 0.31 ml (0.31 mmol) of a 1M lithium hydroxide solution are subsequently added and the mixture is stirred at room temperature overnight. For the work-up, the solvent is removed on a rotary evaporator, the residue is taken up in water and acidified (pH 3) using 1M hydrochloric acid, and the precipitate formed is dissolved with a little dimethyl sulfoxide. After fine purification via preparative RP-HPLC (method 5), 38 mg of the target compound are obtained from the solution.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569563B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-24ba870a1eb647cc93829ba0191431f9 |
| Source note | uspto-grants-2009_08 |