Trifluoroacetic acid → (2R)-3-(2-Fluorophenyl)-N-methyl-2-(methylamino)propionamide

HRID 1268564

Reaktionsgleichung

Reaktionsgleichung von HRID 1268564
C(O[C:6](=O)[N:7]([C@@H:9]([C:18](=[O:21])[NH:19][CH3:20])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])C)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+].C(=O)([O-])[O-].[Na+].[Na+].C(=O)([O-])O.[Na+]>C(Cl)Cl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH2:10][C@@H:9]([NH:7][CH3:6])[C:18]([NH:19][CH3:20])=[O:21]

Komponenten

6

Edukt 4

HCID 6422Trifluoroacetic acidHCID 10791Sodium SesquicarbonateHCID 516892Sodium BicarbonateHCID 54285994N-((1R)-2-(2-Fluorophenyl)-1-(methylcarbamoyl)ethyl)-N-methylcarbamic acid tert-butylester

Produkt 1

HCID 54111884(2R)-3-(2-Fluorophenyl)-N-methyl-2-(methylamino)propionamideAusbeute 67,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

N-((1R)-2-(2-Fluorophenyl)-1-(methylcarbamoyl)ethyl)-N-methylcarbamic acid tert-butylester (2.4 g; 7.73 mmol) was dissolved in methylene chloride. Trifluoroacetic acid (10 mL) was added and the reaction mixture was stirred for 30 min at room temperature. Methylene chloride (30 mL), an aqueous solution of sodium hydrogen carbonate/sodium carbonate (pH 9; 30 mL) and sodium hydrogen carbonate (solid) were added to the reaction mixture until pH 8. The organic phase was dried (magnesium sulfate) and evaporated in vacuo to afford 1.1 g of (2R)-3-(2-fluorophenyl)-N-methyl-2-(methylamino)- propionamide.

Aufarbeitung

  1. dry with materialThe organic phase was dried (magnesium sulfate)
  2. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-558d414079634fed8a2db0be89f9e6ed
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06555570B2

Verknüpfte Notizen

Wird geladen…