Diisopropylethylamine → 5-Chloro-N-(2,4-dimethoxybenzyl)-N-{[1-(4-iodophenyl)-3-phenyl-1H-pyrazol-4-yl]methyl}-thiophene-2-carboxamide

Participants

Reaction Steps

A solution of 651 mg (3.597 mmol) of 5-chlorothiophene-2-carbonyl chloride in 10 ml of anhydrous tetrahydrofuran is added to a solution of 1.89 g (3.597 mmol) of the product from Example 3A and 1.25 ml of diisopropylethylamine (Hünig-Base) in 40 ml of anhydrous tetrahydrofuran. The reaction mixture is stirred at room temperature for 15 hours. The solvent is then removed on a rotary evaporator, and the residue is taken up in dichloromethane and washed successively with saturated sodium bicarbonate solution and water. After drying over anhydrous sodium sulphate, the mixture is filtered, evaporated and the residue is purified by preparative HPLC (Method 7). This gives 1.05 g (43% of theory) of the title compound.

Provenance & Evidence