Synthetic Route of 39885-50-2,Some common heterocyclic compound, 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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 ethyl (2E) -3- (4- (2-methoxyethoxy) -2- { [ (trifluoromethyl) sulfonyl] oxy}phenyl) acrylate (1.66 g) in tetrahydrofuran (20 ml) were added 2-chloro-4- . (trifluoromethyl) aniline (1.89 g) , racemic-2, 2′ – bis(diphenylphosphino)-l,l’-binaphthyl (519 mg) , palladium acetate (140 mg) and cesium carbonate (2.06 g) , and the mixture was heated under reflux for 8 hr. After cooling, water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl -acetate layer was washed with saturated brine, dried (MgSO4) , and concentrated. The obtained residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:3, v/v) to give ethyl (2E) -3- [2-{ [2-chloro-4- (trifluoromethyl) phenyl] amino} -4- (2- methoxyethoxy) phenyl] acrylate (1.00 g, yield: 54percent) as yellow crystals.1H-NMR (300 MHz, CDCl3) 6:1-29 (3 H, t, J = 7.2 Hz), 3.44 (3 H, s) , 3.73 – 3.79 (2 H, m) , 4.16 – 4.27 (4 H, m) , 6.23 (1 H, s) , 6.34 (1 H, d, J = 15.9 z) , 6.55 – 6.59 (1 H, m) , 6.85 – 6.91 (2 H, m),.7.32 – 7.62 (-3 H, m) , 7.77 (I H, d, J = 15.9 Hz)..
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-(trifluoromethyl)aniline, its application will become more common.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
Chloride – Wikipedia,
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