To a solution of 1-(5-chloro-1,2,4-thiadiazol-3-yl)piperidin-4-ol (153 mg, 0.555 mmol) and N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) in N,N-dimethylformamide (2 ml) was added triethylamine (0.387 ml, 2.78 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured to water, and a solid was separated by filtration and washed with water, which was recrystallized from a mixed solvent of tetrahydrofuran and ethyl acetate to give 79.0 mg (33.2%) of the desired product as a solid.
