1266343-30-9

7781-10-4

1266343-30-9

Example 1 Synthesis of 5-(1H-1,3-benzodiazol-2-yl)-7-methyl-N-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Step 1: Preparation of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. To a stirred solution of 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (6.02 g, 35.9 mmol) in dichloromethane (120 mL) at 0 °C was added N-bromosuccinimide (7.67 g, 43.1 mmol). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous sodium bicarbonate solution (200 mL) and extracted with dichloromethane (200 mL). The organic layers were combined, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: dichloromethane/ethyl acetate=10/1) to afford 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (8.27 g, 93% yield) as a white solid.LCMS (Method A) m/z: [M+1]+ 247.9; retention time tR=2.70 min.