Process for the synthesis of pirfenidone
AssigneeProcos S.P.A.
InventorsMatteo Mossotti, Alessandro Barozza, Jacopo Roletto, Paolo Paissoni
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Abstract
Disclosed is a process for the synthesis of Pirfenidone (1) from 5-methyl-2(1H)-pyridinone and chlorobenzene in the presence of a catalytic system consisting of a copper salt and an organic ligand, in the presence of a base. The process exploits the high efficiency of the catalytic system consisting of copper(I) salt and an organic ligand in the presence of an inorganic base in the N-amidation reaction of chlorobenzene, a cheap reagent also usable as solvent in this case; reaction conditions at high temperatures, at atmosphere pressure or higher, produce a reaction with good yields.
Claims13
A process for the synthesis of Pirfenidone (1)
- comprising the arylation of 5-methyl-2(1H)-pyridinone (3)
- with chlorobenzene in the presence of an inorganic base, at a temperature ranging between 80° C. and 200° C., wherein, said arylation is carried out in an inert gas atmosphere and in the presence of a catalytic system consisting of a copper salt and an organic ligand selected from a compound of formula (4)
- wherein:
- R1 and R2 are independently hydrogen or a linear or branched C1-7 alkyl group;
- or R1 and R2 taken together with the carbon atoms they are linked to form a 3-7 membered carbocyclic ring;
- R′ and R″ are independently hydrogen or a linear or branched C1-7 alkyl group.
Dependencies are inferred from the claim text.