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With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 120℃; for 0.166667h;Microwave radiation;
3-Bromo-7-chloro-imidazo-[1,2-a]-pyridine (1 eq, 2.59 mmol, 600 mg) and 3-(1H- pyrazolyl)-phenylboronic acid (1.2 eq, 1.04 mmol, 195 mg) are dissolved in DME (5 ml) and water (1.5 ml) and Na2CO3 (0.65 eq, 1.68 mmol, 209 mg) is added. PdCl2(PPh3)2 (0.04 eq, 0.104 mmol, 72.8 mg) is added and the reaction mixture is heated using microwave radiation at 120C for 10 min. At the completion of this time <n="116"/>the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 9:1 DCM/MeOH to yield 7-chloro-3-(3-pyrazol-1-yl- phenyl)-imidazo[1,2-a]pyridine as a brown solid; [M+H]+ = 295
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0℃; for 1h;
7-Chloro-imidazo-[1,2-a]-pyridine (1 eq, 38.9 mmol, 5.93 g) is dissolved in DMF (20 ml) at 0C and NBS (1.1 eq, 42.8 mmol, 7.61 g) is added. The reaction mixture is stirred for Ih at 0C and is diluted with EtOAc. The reaction mixture is washed with NaHCO3 and brine, dried over MgStheta4, filtered and evaporated. The product is purified by flash column chromatography eluting with 8:2 DCM/MeOH to afford 3- bromo-<strong>[4532-25-6]7-chloro-imidazo-[1,2-a]-pyridine</strong> as a brown solid; [M+H]+ = 232
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