Ethyl iodoacetate → Ethyl {[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyano-4-(piperidin-1-yl)pyridin-2-yl]oxy}acetate

Participants

Reaction Steps

43 mg ethyl iodoacetate are initially charged in 2.4 ml of dry toluene. 47 mg (0.10 mmol) of the compound from Example 10A and 14 mg (0.05 mmol) of silver carbonate are then added. The reaction mixture is stirred with exclusion of light for 24 h. The mixture is then diluted with 1 ml of ethyl acetate, and 1 ml of saturated aqueous sodium bicarbonate solution is added. After separation of the phases the organic phase is dried over magnesium sulfate. The solvent is removed on a rotary evaporator and the residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Provenance & Evidence