HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 3-(5-(5-chloro-2-(((2,4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Chloro-4-(4-chlorophenyl)benzenamine | HCID 19878910 | — |
| Reactant | Ethyl 3-(5-(5-chloro-2-formylphenyl)picolinamido)propanoate | HCID 86674246 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(5-(5-chloro-2-(((2,4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate | HCID 71059870 | — |
Reaction Steps
Solid NaBH(OAc)3 (2.7 g, 12.7 mmol) was added to a DCE solution (22 mL) of ethyl 3-(5-(5-chloro-2-formylphenyl)picolinamido)propanoate, prepared as in Example 6, (2.3 g, 6.3 mmol), 2,4′-dichloro-[1,1′-biphenyl]-4-amine (1.7 g, 7.0 mmol), and AcOH (1.5 mL, 25.4 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture diluted with EtOAc washed with water and brine, dried (Na2SO4), dry-packed onto silica gel 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-fc5db06525134d90b52b823b8bb948ca |
| Source note | uspto-grants-2014_06 |