HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(5-(2-((4'-Chloro-2'-methyl-[1,1'-biphenyl]-4-yl)carbamoyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl 3-(5-(2-((4'-chloro-2'-methyl-[1,1'-biphenyl]-4-yl)carbamoyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate | HCID 71060022 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(5-(2-((4'-Chloro-2'-methyl-[1,1'-biphenyl]-4-yl)carbamoyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid | HCID 71060110 | — |
Reaction Steps
A 1M aqueous solution of LiOH (1.0 mL, 1.0 mmol) was added to a THF (2.0 mL) and MeOH (0.5 mL) solution of ethyl 3-(5-(2-((4′-chloro-2′-methyl-[1,1′-biphenyl]-4-yl)carbamoyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate (85 mg, 0.14 mmol) and the resulting mixture was stirred at room temperature. After 1 h the resulting mixture was neutralized with 2M aqueous HCl, diluted with EtOAc and water and the layers were separated. The aqueous layer was extracted with EtOAc and the combined extracts were dried (Na2SO4), and concentrated. The title compound was re-solidified from CH2Cl2/heptane (ca. 1/19) and dried in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-e9b872e1eb9f48cf97f28d6fb155d3da |
| Source note | uspto-grants-2014_06 |