Reacción #41329

Ecuación de reacción

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

Rendimiento 42.2%

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

Rendimiento 42.2%

Disolventes

methylbenzene

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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%).

Fuente