반응 #445970

반응 방정식

2-methoxymethyl-4-(3,4,5trimethoxybenzoyl) piperazine hydrochloride

diethyl cyanophosphonate

2-(3,4-dimethoxyphenyl)thiazol-4-carboxylic acid

triethylamine

→

1-[2(3,4-dimethoxyphenyl) thiazol-4-ylcarbonyl]-2-methoxymethyl-4-(3,4,5-trimethoxybenzoyl)piperazine

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.ADDITIONis added dropwise
2. 2
   추출followed by extraction with ethyl acetate
3. 3
   세척The organic layer is washed with water
4. 4
   기타dried
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The concentrate is purified by means of a silica gel column chromatography (eluent: AcOEt)

실험 절차

To a mixture of 2-methoxymethyl-4-(3,4,5trimethoxybenzoyl) piperazine hydrochloride obtained in Reference Example 6 (0.50 g), 2-(3,4-dimethoxyphenyl)thiazol-4-carboxylic acid (0.37 g), triethylamine (0.42 g) and N,N-dimethylformamide (5 ml) is added dropwise, while stirring under icecooling, diethyl cyanophosphonate (0.46 g). The reaction mixture is stirred at 0° C. for one hour and there poured into ice-water, followed by extraction with ethyl acetate. The organic layer is washed with water, dried and concentrated under reduced pressure. The concentrate is purified by means of a silica gel column chromatography (eluent: AcOEt) to give 1-[2(3,4-dimethoxyphenyl) thiazol-4-ylcarbonyl]-2-methoxymethyl-4-(3,4,5-trimethoxybenzoyl)piperazine. Recrystallization from EtOH gives colorless needles, m.p. 149-151° C.

출처