Реакция #499539

Уравнение реакции

5-[4-[6-(8-aminonaphthalen-2-yloxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione

1-adamantyl isocyanate

→

title compound

Выход 67.3%

1-(Adamant-1-yl)-3-(7-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]naphthalen-1-yl)urea

Выход 67.3%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction mixture was concentrated
2. 2
   ДругоеThe residue was purified by preparative reverse phase high performance liquid chromatography

Методика

To a solution of 5-[4-[6-(8-aminonaphthalen-2-yloxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione (0.5 g) in anhydrous N,N-dimethylformamide (10 ml) was added 1-adamantyl isocyanate (0.18 g) and the mixture was stirred at room temperature for 5 days. The reaction mixture was concentrated. The residue was purified by preparative reverse phase high performance liquid chromatography using acetonitrile:water=50:50→60:40→70:30 as the eluant to afford the title compound (0.45 g, mp 250° C. (dec)).

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