The synthetic route of (2-Chloro-3-(trifluoromethyl)phenyl)methanamine has been constantly updated, and we look forward to future research findings.
Application of 39226-96-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Compound 2a (438mg, 2.5mmol) and 2-chloro-3-(trifluoromethyl)benzylamine (419mg, 2.0mmol) were mixed with EDAC (480mg, 2.5mmol) and 1-hydrobenzotrizole (HOBt, 338mg, 2.5mmol) in dry dichloromethane (60mL). The reaction mixture was stirred for overnight at RT. Then the resultant mixture was washed with 2N HCl (50mL) and saturated aqueous NaHCO3 (40mL). The organic layer was dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel with eluent (2:98 MeOH/CH2Cl2) to afford a white solid product 3a (210mg, 28%), Rf=0.34 (1:15 MeOH/CH2Cl2), mp 147-149C. 1H NMR (CDCl3): delta 2.03-2.09 (m, 1H, CH), 2.31-2.40 (m, 2H, CH2), 2.49-2.57 (m, 1H, CH), 3.21-3.30 (m, 1H, CH), 3.80 (dd, J=15.5, 36.0Hz, 1H, CH), 4.22 (dd, J=4.0, 8.0Hz, 1H, CH), 4.45-4.58 (m, 2H, CH2), 4.61 (d, J=6.0Hz, 2H, CH2Ph), 6.53 (br s, 1H, CONH), 7.37 (t, J=8.0Hz, 1H, Ph-H), 7.59 (d, J=8.0Hz, 1H, Ph-H), 7.66 (d, J=8.0Hz, 1H, Ph-H). 1C NMR (CDCl3): delta 23.96, 29.51, 41.92, 42.67 (d, JC-F=18.75Hz), 62.55 (d, JC-F=1.25Hz), 82.36 (d, JC-F=166.25Hz, CH2F), 119.66 (q, JC-F=271.25Hz, CF3), 127.11, 127.31 (q, JC-F=5.0Hz), 129.05 (q, JC-F=30.0Hz), 131.85, 133.92, 137.73, 171.51, 176.21. MS (ESI): 367 ([M+H]+, 100%); MS (ESI): 365 ([M-H]-, 50%). HRMS (ESI): calcd for C15H16N2O2ClF4 ([M+H]+) 367.0836, found 367.0848.
The synthetic route of (2-Chloro-3-(trifluoromethyl)phenyl)methanamine has been constantly updated, and we look forward to future research findings.
Reference:
Article; Gao, Mingzhang; Wang, Min; Glick-Wilson, Barbara E.; Meyer, Jill A.; Peters, Jonathan S.; Territo, Paul R.; Green, Mark A.; Hutchins, Gary D.; Zarrinmayeh, Hamideh; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 9; (2018); p. 1603 – 1609;,
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