Reaktion #59746

Reaktionsgleichung

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

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

Intermediate 34

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

potassium iodide

→

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

Lösungsmittel

cyclopropylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was absorbed onto silica
2. 2
   Sonstigepurified by chromatography on a biotage column (silica, 9 g)
3. 3
   Wascheneluting with DCM/methanol (99:1)

Vorschrift

4′-[5-(Chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 34) (50 mg) and potassium iodide (22 mg) were stirred in cyclopropylamine (2 ml) for 48 hours. The reaction was absorbed onto silica and purified by chromatography on a biotage column (silica, 9 g), eluting with DCM/methanol (99:1). The product fractions were reduced to dryness under vacuum to give N-cyclopropyl-4′-{5-[(cyclopropylamino)methyl]-1,3,4-oxadiazol-2-yl}-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide.

Quelle