HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 5'-chloro-2'-(1-((4'-chloro-[1,1'-biphenyl]-4-yl)amino)ethyl)-[1,1'-biphenyl]-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Ethoxycarbonylphenylboronic acid | HCID 2734350 | — |
| Reactant | N-(1-(2-bromo-4-chlorophenyl)ethyl)-4'-chloro-[1,1'-biphenyl]-4-amine | HCID 71059978 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 5'-chloro-2'-(1-((4'-chloro-[1,1'-biphenyl]-4-yl)amino)ethyl)-[1,1'-biphenyl]-4-carboxylate | HCID 71059921 | — |
Reaction Steps
N-(1-(2-bromo-4-chlorophenyl)ethyl)-4′-chloro-[1,1′-biphenyl]-4-amine (129 mg, 0.31 mmol), 4-(ethoxycarbonyl)phenylboronic acid (89 mg, 0.46 mmol), Pd(dppf) Cl2 (34 mg, 0.05 mmol), and K2CO3 (106 mg, 0.76 mmol) in wet DMF (3 mL) was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature and filtered. The filtrate was diluted with EtOAc, washed with water for and saturated aqueous NaHCO3, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045389B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c4e8c2301a434abc8f897a81e94ed625 |
| Source note | uspto-grants-2015_06 |