By proceeding in a similar manner to Reference Example 48(a) above but (i) treating a solution of 3-(1,5,6,7-tetrahydro-1,3-diaza-s-indacen-2-yl)-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-ylamine [302 mg, Reference Example 49(d)] and triethylamine (0.94 g, 10 eq) in tetrahydrofuran (10 mL) with 4-methylpiperazine-1-carbonyl chloride (930 mg, 4.67 mmol), (ii) stirring the mixture at 45° C. for 4 hours, then at 55° C. for 1 hour, (iii) treating the cooled reaction mixture with aqueous sodium bicarbonate (200 mL) and extracting this mixture three times with ethyl acetate (100 mL), and (iv) evaporating the combined extracts and chromatographing the residue on silica gel (ethyl acetate/gradient 5-20% methanol) there was prepared 4-methylpiperazine-1-carboxylic acid [3-(1,5,6,7-tetrahydro-1,3-diaza-s-indacen-2-yl)-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-yl]amide (189 mg) as a purple solid. LC-MS (Method F): RT=2.28 minutes, 450 (M+H)+.
