Reaktion #59758

Reaktionsgleichung

4′-[5-(Chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide

4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide

Intermediate 45

4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide

potassium iodide

→

N-Cyclopropyl-4′-{5-[(cyclopropylamino)methyl]-1,3,4-oxadiazol-2-yl}-6-methyl-1,1′-biphenyl-3-carboxamide

Lösungsmittel

cyclopropylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe excess amine was evaporated under vacuum
2. 2
   Sonstigethe residue purified by bond-elut (silica)
3. 3
   Wascheneluting with an ethyl acetate/cyclohexane gradient
4. 4
   SonstigeAfter evaporation of the solvent this gave N-cyclopropyl-4′-{5-[(cyclopropylamino)methyl]-1,3,4-oxadiazol-2-yl}-6-methyl-1,1′-biphenyl-3-carboxamide

Vorschrift

4′-[5-(Chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 45) (37 mg) and potassium iodide (5 mg) were mixed in cyclopropylamine (3 ml) and the reaction stirred at room temperature for 18 hours. The excess amine was evaporated under vacuum and the residue purified by bond-elut (silica), eluting with an ethyl acetate/cyclohexane gradient. After evaporation of the solvent this gave N-cyclopropyl-4′-{5-[(cyclopropylamino)methyl]-1,3,4-oxadiazol-2-yl}-6-methyl-1,1′-biphenyl-3-carboxamide.

Quelle