HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(5-(2-(((3',4'-dichloro-2-fluoro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Dichlorobenzeneboronic acid | HCID 2734330 | — |
| Reactant | Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate | HCID 71059826 | — |
| 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-(2-(((3',4'-dichloro-2-fluoro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate | HCID 71059960 | — |
Reaction Steps
Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate (100 mg, 0.19 mmol), (3,4-dichlorophenyl)boronic acid (44 mg, 0.23 mmol), Pd(dppf)Cl2 (21 mg, 0.03 mmol), and K2CO3 (53 mg, 0.39 mmol) were dissolved in 1,4-dioxane (4 mL) and water (1 mL) and the resulting mixture was heated to 80° C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-b66eda5aa4814806bcae1fc934adb6c8 |
| Source note | uspto-grants-2014_06 |