Diisopropylethylamine → 2-(4-Chloro-2-methoxyphenyl)-4-methylthiazole-5-carboxylic acid N'-(4-methoxybenzyl)-N'-methyl hydrazide

Participants

Reaction Steps

To N,N-dimethylformamide (12 ml), 2-(4-chloro-2-methoxyphenyl)-4-methylthiazole-5-carboxylic acid (1.02 g) prepared in Example 7-1, N-(4-methoxybenzyl)-N-methylhydrazine (718 mg) prepared in Example 14-1, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (828 mg), 1-hydroxy-1H-benzotriazole monohydrate (662 mg) and N,N-diisopropylethylamine (558 mg), and the mixture was stirred at a room temperature for 22 hours. An ethyl acetate-toluene (3:1) solution was added thereto. The resulting mixture was washed with water, a 5% potassium bisulfate aqueous solution, a saturated sodium bicarbonate solution and a saturated saline solution in order, and then dried over sodium sulfate and concentrated under a reduced pressure. The concentrate was purified by silica gel column chromatography (chloroform:methanol=100:1) to give the title compound (1.05 g, 67%).

Provenance & Evidence