HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(2-(((2-(2,2-Dimethylpropyl)-2'-fluoro-5'-methoxybiphenyl-4-yl)oxy)methyl)pyridin-4-yl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-(2-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)pyridin-4-yl)propanoate | HCID 117759830 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2-(((2-(2,2-Dimethylpropyl)-2'-fluoro-5'-methoxybiphenyl-4-yl)oxy)methyl)pyridin-4-yl)propanoic acid | HCID 117760131 | 73.8% |
Reaction Steps
To a solution of ethyl 3-(2-(((2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-yl)oxy)methyl)pyridin-4-yl)propanoate (72 mg) in THF (1.5 mL) and methanol (0.75 mL) was added 1N aqueous sodium hydroxide solution (1.5 mL), and the mixture was stirred at room temperature for 20 min. The reaction mixture was neutralized with 1N hydrochloric acid (1.5 mL), 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 to give the title compound (50 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-1107d7bbedba4c6bba1156b813c1b5b0 |
| Source note | uspto-grants-2016_07 |