In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 959235-95-1 as follows. name: 6-(Trifluoromethoxy)indoline
A mixture of 6-(trifluoromethoxy)indoline [CAS 959235-95-1 ] (1 .2 g, 5.89 mmol), 2- (2-(2-(benzyloxy)ethoxy)-4-chlorophenyl)-2-((3-methoxy-5-(1 H-1 ,2,4-triazol-1 – yl)phenyl)amino)acetic acid 6d (2.5 g, 4.91 mmol), HATU (2.29 g, 6.01 mmol) and diisopropylethylamine (1 .99 ml_, 12.0 mmol) in DMF (18 ml_) was stirred at room temperature for 2 h. The mixture was diluted with water. The precipitate was filtered off and washed with water. The precipitate was taken up with EtOAc, washed with a solution of K2CO3 10% in water, water, dried over MgSO4, filtered and the solvent was concentrated under reduced pressure. The compound was purified by flash chromatography on silica gel (15-40 muiotatauiota, 220 g, heptane/EtOAc 50/50). The pure fractions were combined and the solvent was concentrated under reduced pressure to give 2-(2-(2-(benzyloxy)ethoxy)-4-chlorophenyl)-2-((3- methoxy-5-(1 H-1 ,2,4-triazol-1 -yl)phenyl)amino)-1 -(6-(trifluoromethoxy)indolin-1- yl)ethanone 6e (2.5 g).
According to the analysis of related databases, 959235-95-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart Rudolf Romanie; BONFANTI, Jean-Francois; COESEMANS, Erwin; RABOISSON, Pierre Jean-Marie Bernard; MARCHAND, Arnaud Didier M; BARDIOT, Dorothee Alice Marie-Eve; (92 pag.)WO2018/178240; (2018); A1;,
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