Synthetic Route of 959235-95-1,Some common heterocyclic compound, 959235-95-1, name is 6-(Trifluoromethoxy)indoline, molecular formula is C9H8F3NO, 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.
A mixture of 6-(trifluoromethoxy)indoline [CAS 959235-95-1 ] (590 mg, 2.9 mmol), 2-(2-(4-(fe/t-butoxy)-4-oxobutoxy)-4-chlorophenyl)-2-((3-methoxy-5-(1 /-/-1 ,2,4- triazol-1 -yl)phenyl)amino)acetic acid 11d (1 .5 g, 2.9 mmol), HATU (1 .65 g, 4.35 mmol) and diisopropylethylannine (1 .45 mL, 8.7 mmol) in DMF (60 mL) was stirred at room temperature for 12 h. The mixture was diluted with water. The precipitate was filtered off, washed with water and taken up with EtOAc. The organic layer was washed with water, dried over MgSO4, filtered and the solvent wasconcentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (15-40 muiotatauiota, 120 g, heptane/EtOAc 60/40). The pure fractions were combined and concentrated to dryness to give, after crystallization from ether/diisopropyl ether, terf-butyl 4-(5-chloro-2-(1 -((3-methoxy-5-(1 H-1 ,2,4- triazol-1 -yl)phenyl)amino)-2-oxo-2-(6-(trifluoromethoxy)indolin-1 -yl)ethyl)phenoxy)- butanoate 13a (1 .05 g).
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