In this bachelor thesis I first prepared two different quinolizine derivatives with a protected amino group 3a and 3b through cyclocondensation of two pyridine derivatives 1a and 1b with enaminone 2. In the second step, I removed the protecting group to obtain 3-amino-4H-pyrido[1,2-a]pyrimidin-4-one (4a) and 3-amino-1-cyano-4H-quinolizine-4-one (4b-HBr). The amines 4 were then transformed into the corresponding azides 5a and 5b using NaNO2 and NaN3. In the final step, I performed a CuAAC “click” reaction between the azides 5a and 5b and 4-fluorophenylacetylene (6), which resulted in triazole ring formation to obtain two previously unknown compounds, 3-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl]-4H-pyrido[1,2-a]pyrimidin-4-one (7a) and 3-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl]-1-cyano-4H-quinolizine-4-one (7b).
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