[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].[CH2:9]([Br:12])[C:10]#[CH:11]>C1(C)C=CC=CC=1.C(OCC)C>[BrH:12].[CH3:1][C:2]1[N:3]([CH2:11][C:10]#[CH:9])[C:4](=[NH:8])[S:5][C:6]=1[CH3:7]To a solution of 4,5-dimethylthiazol-2-amine (2.5 g, 19.5 mmol) in 10 mL toluene was added propargyl bromide (2.78 g, 23.4 mmol). The reaction was heated at 85° C. for 12 h then cooled. The crude material was diluted with diethyl ether and the solid was collected via filtration to give 3.5 g of the title compound which was used without further purification. m/z 167.1 (M+H)+.
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