HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(5-(5-methoxy-2-(((4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-5-methoxyphenyl)picolinamido)propanoate | HCID 71060028 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 3-(5-(5-methoxy-2-(((4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate | HCID 71059803 | — |
Reaction Steps
Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-5-methoxyphenyl)picolinamido)propanoate (200 mg, 0.39 mmol), (4-(trifluoromethyl)phenyl)boronic acid (111 mg, 0.59 mmol), Pd(dppf)Cl2 (43 mg, 0.06 mmol), and K2CO3 (108 mg, 0.78 mmol) were dissolved in 1,4-dioxane (4 mL) and water (1 mL) and the resulting mixture was heated to 80° C. After 2 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-d93880c79df942cfa41e0a301ef9d8b8 |
| Source note | uspto-grants-2014_06 |