반응 #516877

반응 방정식

2methoxy-4-[N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]-carbamoyl]benzoic acid

1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride

N-hydroxybenzotrizole

4-amino-2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazole

sodium bicarbonate

→

3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl) carbonylpent-1-yloxy]-phenyl]-4-[2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazol-4-yl]carbamoylbenzamide

수율 36.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with chloroform
2. 2
   세척The organic layer was washed with saturated sodium bicarbonate aqueous solution and brine
3. 3
   건조dried over magnesium sulfate
4. 4
   기타evaporated in vacuo
5. 5
   기타The residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1)

실험 절차

To a solution of 2methoxy-4-[N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]-carbamoyl]benzoic acid (200 mg) in N,N-dimethylformamide (3 ml) at 0° C. were added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (97 mg), N-hydroxybenzotrizole (79 mg) and 4-amino-2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazole (105 mg) and the mixture was stirred at ambient temperature for 15 hours. The reaction mixture was poured into saturated sodium bicarbonate aqueous solution and extracted with chloroform. The organic layer was washed with saturated sodium bicarbonate aqueous solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1) to give 3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl) carbonylpent-1-yloxy]-phenyl]-4-[2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazol-4-yl]carbamoylbenzamide (104 mg).

출처