HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyridin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | ethyl (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyridin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylate | HCID 131733098 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyridin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylic acid | HCID 117839876 | 57.6% |
Reaction Steps
To a reaction mixture of ethyl (3R)-1-(4-((4,4,4-trifluoro-1-(2-methyl-4-(5-(trifluoromethyl)pyridin-2-yl)phenyl)butyl)amino)benzoyl)piperidine-3-carboxylate (0.100 g), ethanol (0.7 mL) and tetrahydrofuran (0.7 mL) was added 1M aqueous sodium hydroxide solution (0.322 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction mixture was neutralized with 1M hydrochloric acid at 0° C., and extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.055 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073864B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-8489effbfdfb432697a2e3c47b061e53 |
| Source note | uspto-grants-2015_07 |