Formamide → HCID 178518067, Verbindung
Reaktionsgleichung
C([C:3]1[C:4]([C:9]([OH:11])=O)=[C:5]([NH2:8])[S:6][CH:7]=1)C.C([O-])=O.[NH4+].[CH:16]([NH2:18])=O>>[N:8]1[C:5]2[S:6][CH:7]=[CH:3][C:4]=2[C:9]([OH:11])=[N:18][CH:16]=1Komponenten
4
Versuchsvorschrift
Ethyl 2-amino-3-carboxythiophene 2 is refluxed with ammonium formate and formamide to give the cyclized intermediate 3 which is then treated with thionyl chloride to afford the chloro derivative 4. Boc-protected aminopiperidine 5 is reductively alkylated with a variety of arylaldehydes 6 to provide the corresponding intermediates 7. Deprotection of 7 with trifluoroacetic acid treatment yields the free amine intermediate 8. Reflux of a mixture of the key intermediates 4 and 8 in i-propanol or acetonitrile in the presence of triethylamine yields the final compound 1.