تفاعل #41329

معادلة التفاعل

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

المردود 42.2%

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

المردود 42.2%

المذيبات

methylbenzene

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر