Cl[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15]CC)=O.[C-:18]#[N:19].[Na+].C[N:22]([CH:24]=O)C.CN>O>[C:18]([C:2]1[N:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:13]([NH:22][CH3:24])=[O:15])#[N:19]A 250 ml round bottom flask fitted with a mechanical stirrer was charged with 25.4 g (0.1 mol) of 96.17% pure 5-chloro-1-phenyl-1H-pyrazole-4-carboxylic acid, ethyl ester, 9.8 g (0.2 mol) of sodium cyanide and 100 ml of DMF. The reaction mixture was stirred at room temperature, and then heated to approximately 100° C. and stirred for 6 hours. The reaction mixture was cooled to room temperature and stirred for approximately 12 hours. A solution of 40% aqueous methylamine (27.13 g, 0.35 mol) was added dropwise to the reaction mixture. The reaction mixture was stirred for approximately 22 hours and 100 ml of water was added. The precipitated solid was collected by filtration and vacuum dried to afford 18.84 g of 5-cyano-1-phenyl-N-methyl-1H-pyrazole-4-carboxamide. HPLC indicated 99.35% pure product and the corrected yield of the product was 86.1%.
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