[NH2:1][C:2]1[CH:6]=[CH:5]NN=1.COC(=O)C1C=CC(OCC2CC2)=C(Cl)C=1.[CH3:23][C:24]1[CH:33]=[CH:32][CH:31]=[CH:30][C:25]=1[C:26]([O:28]C)=O.[H-].[Na+].C(#N)CC>C1(C)C=CC=CC=1.O>[CH3:5][CH:6]([C:26](=[O:28])[C:25]1[CH:30]=[CH:31][CH:32]=[CH:33][C:24]=1[CH3:23])[C:2]#[N:1]The product was prepared according to the general procedure for aminopyrazole synthesis (route A1). The mixture of methyl 2-methylbenzoate (3.0 mL, 20.0 mmol, 1.0 eq) and NaH (1.6 g, 40.0 mmol, 2.0 eq) in dry toluene (20 mL) was heated at 80° C. and then propionitrile (6.7 mL, 94.4 mmol. 4.7 eq) was added dropwise; the reaction was heated for 18 hours. The crude product was dissolved in water and extracted with DCM, and it was used in the following step without further purification (3.04 g, yield: 88%).
Loading…
