Application of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.
3-(trifluoromethoxy)aniline (50.0 mg, 0.28 mmol), intermediate E (80.0 mg, 0.24 mmol), DMAP (1.5 mg, 0.01 mmol) and DIEA (62.0 mg, 0.48 mmol) in DMF (5 mL) was heated at 85¡ãC for 10h under N2. Water (10 mL) was added and the mixture was extracted with ethyl acetate (2 x 10 mL). The combined organics were dried over Na2SO4 , filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: DCM:MeOH = 15:1) to afford the titled compound (40.0 mg, 30percent) as a yellow solid. (0622) LCMS (method B): 2.66 min [MH]+=566.0. 1H NMR (400 MHz, DMSO-d6) delta 9.53 (s, 2H), 9.44-9.41 (m, 2H), 8.10 – 8.09 (m, 1 H),7.80 – 7.78 (m, 2H), 7.64 (dd, J = 8.4, 2.0 Hz, 1 H), 7.32 (br s, 1 H), 7.20 (br s, 1 H), 7.12-7.07 (m, 2H), 6.96 (d, J = 8.4 Hz, 2H), 6.65 (d, J = 8.4 Hz, 2H), 5.70 (d, J= 6.0 Hz, 1 H), 3.43 (s, 3H, covered), 2.74 (d, J = 3.9 Hz, 3H), 2.25 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Trifluoromethoxyaniline, its application will become more common.
Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
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