HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium triacetoxyborohydride → Ethyl 3-(5-(5-chloro-2-(((3',4'-difluoro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 4-(3,4-Difluorophenyl)aniline | HCID 61026287 | — |
| Edukt | Ethyl 3-(5-(5-chloro-2-formylphenyl)picolinamido)propanoate | HCID 86674246 | — |
| Katalysator | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Sodium Bicarbonate | HCID 516892 | — |
| Produkt | Ethyl 3-(5-(5-chloro-2-(((3',4'-difluoro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate | HCID 71059933 | — |
Reaktionsschritte
Solid NaBH(OAc)3 (116 mg, 0.55 mmol) was added to a DCM solution (1 mL) of ethyl 3-(5-(5-chloro-2-formylphenyl)picolinamido)propanoate (95 mg, 0.27 mmol), 3′,4′-difluoro-[1,1′-biphenyl]-4-amine (73 mg, 0.36 mmol), and 1 drop of AcOH and the resulting mixture was stirred at room temperature. After 3 h the resulting mixture diluted with DCM and saturated aqueous NaHCO3 and the layers were separated. The organic phase was washed with brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08748624B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-c9ed4ab643ee4801b318f8a051da30ff |
| Quellennotiz | uspto-grants-2014_06 |