HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → N-[(4-chlorophenyl)methyl]-6-[(4,4-difluoro-1-piperidyl)methyl]-1-methyl-4-oxo-quinoline-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4,4-Difluoropiperidine | HCID 2758352 | — |
| Edukt | N-(4-Chlorobenzyl)-6-(chloromethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide | HCID 21192571 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | N-[(4-chlorophenyl)methyl]-6-[(4,4-difluoro-1-piperidyl)methyl]-1-methyl-4-oxo-quinoline-3-carboxamide | HCID 16073868 | 84% |
Reaktionsschritte
To a solution of N-(4-chlorobenzyl)-6-(chloromethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide from Preparation No. 35 (50 mg) in 1-methyl-2-pyrrolidinone (3 mL) is added N,N-diisopropylethylamine (0.03 mL) and 4,4-difluoropiperidine from Preparation No. 37 (50 mg). The reaction mixture is stirred at room temperature overnight and then heated at 50° C. for 4 hrs. The mixture is cooled to room temperature and poured into water to precipitate the product. The crude solid is recrystallized from CH2Cl2/hexanes to afford 51.5 mg (84%) of the title compound as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06248739B1 |
| Quelldatensatz | uspto-grants-2001_06 |
| ORD ID | ord-aedcdc7c47ad4746a4a3cedbbfbe1bf4 |
| Quellennotiz | uspto-grants-2001_06 |