HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [3-(4-chlorobenzyl)-4-difluoromethoxy-8-fluoro-2-methylquinolin-5-yloxy]acetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | [3-(4-chlorobenzyl)-4-difluoromethoxy-8-fluoro-2-methylquinolin-5-yloxy]acetic Acid Methyl Ester | HCID 68785887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [3-(4-chlorobenzyl)-4-difluoromethoxy-8-fluoro-2-methylquinolin-5-yloxy]acetic Acid | HCID 57742521 | — |
Reaction Steps
A solution of [3-(4-chlorobenzyl)-4-difluoromethoxy-8-fluoro-2-methylquinolin-5-yloxy]acetic acid methyl ester (0.18 g), methanol (3.5 mL), water (2.0 mL), tetrahydrofuran (3.5 mL) and lithium hydroxide solution (0.036 g) was stirred at room temperature for 30 minutes. The solution was acidified by the addition of 1.0 M aqueous hydrochloric acid, extracted with ethyl acetate and the combined extracts dried over sodium sulfate. The solvent was removed under reduced pressure and purification of the residue by preparative reverse-phase HPLC, using a gradient over 30 minutes of acetonitrile in water, gave title compound as a yellow solid, 0.088 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858640B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-37a9fdbb13174da7aabe1c075977c239 |
| Source note | uspto-grants-2010_12 |