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.
To a stirring solution of 2-(4-chloro-2-(4-methoxy-3,3-dimethyl-4- oxobutoxy)phenyl)acetic acid 14b (576 mg, 1 .83 mmol), 6- (trifluoromethoxy)indoline [CAS 959235-95-1 ] (409 mg, 2.01 mmol) anddiisopropylethylamine (907 muIota_, 5.49 mmol) in DMF (7.5 ml_) under N2-atm was added HATU (1 .07 g, 2.75 mmol), and the reaction mixture was stirred at room temperature for 5 h. Water (30 ml_) was added, and the product was extracted (2x) with Et2O. The combined organic layers were washed with brine, dried overMgSO4, filtered, and evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (40 g) using a gradient of heptane/EtOAc 100/0 to 0/100. The desired fractions were combined and evaporated under reduced pressure, and co-evaporated with toluene. The residue was dried under vacuum at 45C to provide methyl 4-(5-chloro-2-(2-oxo-2-(6- (trifluoromethoxy)indolin-1 -yl)ethyl)phenoxy)-2,2-dimethylbutanoate 14c (790 mg) as a powder.
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