反応 #46775

反応方程式

NaOH

HCl

(4-acetylamino-2-methyl-indol-1-yl)-acetic acid ethyl ester

biphenyl-4-thiol

iodine

→

title compound

収率 37.8%

[4-Acetylamino-3-(biphenyl-4-ylsulfanyl)-2-methyl-indol-1-yl]-acetic acid

収率 37.8%

溶媒

water

DMF

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   抽出the organics extracted with EtOAc
3. 3
   抽出The EtOAc extractions
4. 4
   洗浄washed with brine
5. 5
   乾燥dried (MgSO4)
6. 6
   その他evaporated under reduced pressure
7. 7
   その他to give crude material
8. 8
   その他Purification

実験手順

To a solution of (4-acetylamino-2-methyl-indol-1-yl)-acetic acid ethyl ester (0.27 g) and biphenyl-4-thiol (0.19 g) in DMF (5 ml) was added iodine (0.25 g). After stirring at RT overnight 1M NaOH (3 ml) was added and the reaction stirred at RT for a further 12 hours. The reaction was poured into water, the pH adjusted to 3 using 1M HCl and the organics extracted with EtOAc. The EtOAc extractions were combined, washed with brine, dried (MgSO4) and evaporated under reduced pressure to give crude material. Purification using RPHPLC gave the title compound as a pink solid (0.16 g).

出典