Реакция #41329

Уравнение реакции

2,2,2-trifluoro-N-((1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-yl)acetamide

2,2,2-Trifluoro-N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]acetamide

aluminium chloride

→

product

Выход 42.2%

2,2,2-Trifluoro-N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-hydroxyphenyl)propan-2-yl]acetamide

Выход 42.2%

Растворители

methylbenzene

Условия реакции

Обработка

1. 1
   ДругоеMethylbenzene was removed in vacuo
2. 2
   workup.ADDITIONthe solution in dodecanethiole was diluted with n-heptane (10 ml)
3. 3
   ДругоеOily precipitate has formed
4. 4
   Промывкаwhich was washed with heptane
5. 5
   Другоеdried in vacuo
6. 6
   workup.DISSOLUTIONdissolved in acetonitrile/water mixture
7. 7
   ДругоеThe crude product was purified by preparative HPLC

Методика

To a stirred solution of 2,2,2-trifluoro-N-((1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-yl)acetamide (Example 6, 10 mg, 20 μmol) in methylbenzene (1 ml) was added dodecanethiole (1 ml), followed with anhydrous aluminium chloride (5.3 mg, 40 μmol). The mixture was stirred at 40° C. for 1 h. Methylbenzene was removed in vacuo, the solution in dodecanethiole was diluted with n-heptane (10 ml). Oily precipitate has formed, which was washed with heptane, dried in vacuo, and dissolved in acetonitrile/water mixture. The crude product was purified by preparative HPLC afforded 4 mg of product as a white solid (42%).

Источник