Process for the preparation of pyrazole carboxylic acid amides

A process for the preparation of the compound of formula I

• which process comprises
• a) reacting a compound of formula II
• wherein X is chloro or bromo, with an organometallic species in an inert atmosphere to a halobenzyne of formula X
• wherein X is chloro or bromo;
• reacting the halobenzyne of formula X so formed with cyclopentadiene to a compound of formula III
• wherein X is chloro or bromo;
• b) reacting the compound of formula III in the presence of an inert solvent with an oxidant to the compound of formula IV
• wherein X is chloro or bromo;
• c) reacting the compound of formula IV in the presence of a Lewis acid and a hydride source to the compound of formula V
• wherein X is chloro or bromo;
• d) reacting the compound of formula V in the presence of an oxidizing agent, a base and an inert solvent to the compound of formula VI
• wherein X is chloro or bromo;
• e) converting the compound of formula VI in the presence of a phosphane and CCl4 or CHCl3 to the compound of formula VII
• wherein X is chloro or bromo;
• and either
• f1) reacting the compound of formula VII with NH3 in the presence of a catalyst comprising palladium and at least one ligand to the compound of formula VIII
• and g) reacting the compound of formula VIII in the presence of a base with a compound of formula IX
• to the compound of formula I;
• or
• f2) reacting the compound of formula VII
• wherein X is chloro or bromo;
• in the presence of a solvent, a base, a copper catalyst and at least one ligand with the compound of formula IXa
• to the compound of formula I.