HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(5-(3-chloro-5-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)phenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate | HCID 71059832 | — |
| Reactant | HCID 71060069 | HCID 71060069 | — |
| 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-(3-chloro-5-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)phenyl)picolinamido)propanoate | HCID 71059931 | — |
Reaction Steps
3-bromo-5-chloro-N-(4′-chloro-[1,1′-biphenyl]-4-yl)benzamide (51 mg, 0.12 mmol), ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate (66 mg, 0.16 mmol), Pd(dppf)Cl2 (9 mg, 0.01 mmol), and 2M aqueous K2CO3 (0.12 mL, 0.24 mmol) were dissolved in 1,4-dioxane (2 mL) and water (2 mL) and the resulting mixture was heated to 70° C. After 3 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-d8b2d5279ea644de9e5ce30c50a1f78e |
| Source note | uspto-grants-2014_06 |