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With thionyl chloride; In methanol; for 4h;Heating / reflux;
step 1-<strong>[15366-65-1]5-iodo-nicotinic acid</strong> (136a, CASRN 15366-65-1) is dissolved in MeOH and SOCl2 (3 equivalents) is added and the reaction is heated at reflux for 4 h. The reaction mixture is cooled and the volatile solvents evaporated. The residue is partitioned between DCM and saturated NaHCO3 and the DCM is dried (Na2SO4), filtered and evaporated to afford 136b.
M-iodonicotinic acid Thionyl chloride (0.53 mL) and DMF (3 drops) were added to (94.6 mg, 0.38 mmol) and stirred at room temperature for 17 hours. after that,The solution was concentrated to dryness. The THF (5.5 mL) is put there, 2- (5-Amino-2-methylanilino) -4- (3-pyridyl) pyrimidine (A) (70.2 mg, 0.32 mmol), DMAP (1.2 mg, 0.01 mmol) , N, N-Diisopropylethylamine (66 L, 0.38 mmol) was added and the mixture was stirred at room temperature for 2 hours. Water and ethyl acetate were added, and the mixture was washed with saturated aqueous sodium hydrogen carbonate solution, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (chloroform: methanol = 10: 1) to obtain IMT-4 (111.2 mg, 0.22 mmol, 68%, pale yell ow solid).
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