Electric Literature of 959235-95-1, These common heterocyclic compound, 959235-95-1, name is 6-(Trifluoromethoxy)indoline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 2-(2-(2-((fe/t-butyldimethylsilyl)oxy)ethoxy)-4-fluorophenyl)-2-((3- methoxy-5-(1 H-1 ,2,4-triazol-1 -yl)phenyl)amino)acetic acid 1f (1 .02 g, 1 .974 mmol) in DMF (10 ml_) were added HATU (1 .13 g, 2.96 mmol), diisopropylethylamine (979 muIota_, 5.92 mmol) and 6-(trifluoromethoxy)indoline [CAS 959235-95-1 ] (401 mg, 1 .97 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water. The precipitate was filtered off, washed with water and taken up with EtOAc. The organic layer was washed with a 10% solution of K2CO3 in water, water, dried over MgSO4, filtered and the solvent was concentrated under reduced pressure to give 2-(2-(2-((terf-butyldimethylsilyl)- oxy)ethoxy)-4-fluorophenyl)-2-((3-methoxy-5-(1 H-1 ,2,4-triazol-1 -yl)phenyl)amino)- 1 -(6-(trifluoromethoxy)indolin-1 -yl)ethanone 3a (1 .34 g). The crude compound was used directly in the next reaction step.
The synthetic route of 959235-95-1 has been constantly updated, and we look forward to future research findings.
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;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem