Synthesis of Pyrazines and Pyrimidines Flashcards
1
Q
synthesis symmetrical pyrazines
A
double condensation of 2-aminocarbonyls then oxidation to regain aromaticity
2
Q
formation of 2-aminocarbonyls
A
ketone with NBS gives a-bromoketone then NaN3 gives carbonyl azide then hydrogenation to aminocarbonyl
OR
ketone with NaNO2 and HCl gives carbonyl-NO then hydrogenation to aminocarbonyl
3
Q
synthesis of unsymmetrical pyrazines
A
diamine condensation with 1,2-dicarbonyl then oxidation to regain aromaticity
4
Q
synthesis of pyrimidines
A
1,3-dicarbonyl and NCN fragment
OR
use 1,3-dicarbonyl fragment and use Claisen reaction
OR
DMF-DMA or orthoformates used to carbonylate ketones