10325-70-9

4595-59-9

78191-00-1

10325-70-9

Step A: 5-Bromopyrimidine (3.18 g, 20 mmol) was dissolved in 50 mL of anhydrous tetrahydrofuran and cooled to -78 °C. 15mL of 1.6M n-butyllithium hexane solution was added slowly and dropwise with stirring. After maintaining the reaction at -78 °C for 30 min, anhydrous tetrahydrofuran solution (10 mL) of N-methoxy-N-methylacetamide (2.58 g, 25 mmol) was slowly added. The reaction was continued with stirring at -78 °C for 1 hour. Subsequently, the reaction mixture was slowly warmed to 0 °C and the reaction was quenched by the addition of saturated aqueous ammonium chloride solution. The reaction mixture was extracted with ethyl acetate (3 x 50 mL) and the organic phases were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the crude product was purified by silica gel column chromatography with 5% methanol/dichloromethane as eluent to give 1 g of 5-acetylpyrimidine (45% yield). Mass spectrometry (MS) showed a molecular ion peak (M+1) of 123.05.