Polymorphic form of 5-(4-[4-(5-cyano-1h-indol-3-yl) butyl] piperazin-1-yl) benzofuran-2-carboxamide and process for preparing thereof

A process for preparing a solid state form-Z of 5-(4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl)benzofuran-2-carboxamide i.e. vilazodone of Formula (1)

• the process comprising:
• i) reacting solid state form of 5-(1-piperazinyl)benzofuran-2-carboxamide Formula (F) or its salts with 3-(4-chlorobutyl)-1H-indole-5-carbonitrile of Formula (G) in an organic solvent in presence of a base to obtain crude vilazodone free base;
• ii) purifying the crude vilazodone free base of step (i) in an organic solvent;
• iii) treating the purified vilazodone free base of step (ii) with an organic solvent to obtain solid state form-Z of vilazodone of Formula (1).

A process for preparing vilazodone of Formula (1) having particle size in terms of d95 is less than about 10 microns;

• the process comprising:
• i) milling vilazodone having particle size in terms of d95 is greater than about 100 microns;
• ii) slurrying micronized vilazodone in one or more organic solvents to form a solution;
• iii) isolating vilazodone having particle size in terms of d95 is less than about 10 microns.