ChEBI: Pyraziflumid is an aromatic amide obtained by formal condensation of the carboxy group of pyrazine-2-carboxylic acid with the amino function of 3',4'-difluoro[1,1'-biphenyl]-2-amine. It has a role as an antifungal agrochemical. It is a monocarboxylic acid amide, an aromatic amide, a member of pyrazines, a member of biphenyls, a difluorobenzene and an organofluorine pesticide.
Pyraziflumid is assembled through a multi step heterocycle building process. The key transformation is the creation of its distinctive trifluoromethyl substituted pyrazine 2 carboxamide fragment. Production begins from ethyl 4,4,4 trifluoro 3 oxobutanoate, which is first chlorinated at the 2 position, then subjected to a one pot sequence involving sodium azide, ethylenediamine, and a palladium catalyst to construct the pyrazine ring. This pyrazine intermediate is then coupled with the 3′,4′ difluorobiphenyl 2 amine component to form the final carboxamide structure, followed by purification to yield technical grade pyraziflumid.
Succinate Dehydrogenase Inhibitor (SDHI)
