Sodium Iodide → HCID 178479659, compound

Participants

Reaction Conditions

Reaction Steps

117 mg 4-{4-[(2-methoxy-3-pyridyl)methyl]piperazin-1-yl}-6-(3-(trifluoromethyl)-1-trityl-1H-4-pyrazolyl) quinoline prepared by the same method as in Example 168 from 100 mg 3-{[4-(6-bromo-4-quinolyl)piperazin-1-yl]methyl}-2-pyridyl methyl ether (compound in Production Example 460) and 163 mg 3-trifluoromethyl-1-trityl-1H-4-pyrazolylboronic acid (compound in Production Example 31) was dissolved in acetonitrile, and 100 mg sodium iodide, 330 μl trimethyl silyl chloride and 1.5 μl water were added thereto and stirred at 65° C. for 5 hours. After the reaction was finished, the reaction solution was poured into a 1:1 mixture of 5% aqueous sodium sulfite solution and an aqueous saturated sodium chloride solution and then extracted with ethyl acetate. The solvent was removed, and the resulting residue was purified by silica gel column chromatography, and the resulting solid was dissolved in methanol and converted into the corresponding hydrochloride by 4 N hydrogen chloride solution in ethyl acetate. The product was recrystallized from methanol/diethyl ether, to give 20 mg of the title compound.

Provenance & Evidence