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-3-(trifluoromethyl)phenyl)methanamine, its application will become more common.
Electric Literature of 39226-96-5,Some common heterocyclic compound, 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, molecular formula is C8H7ClF3N, 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.
Example 1 1 lambda/-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-6-oxo-1-(phenylmethyl)-2- piperidinecarboxamide (E11) (in a form obtainable or prepared from L-2-amino- adipic acid)6-Oxo-1 -(phenylmethyl^-piperidinecarboxylic acid (0.117 g, 0.5 mmol, prepared according to the method described below starting from L-2-amino-adipic acid) was dissolved in dichloromethane (5 ml) and treated with N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (0.191 g, 1.0 mmol) and 1-hydroxybenzotriazole (0.135 g, 1.0 mmol). The mixture was stirred at room temperature for 30 minutes and then [(2-chloro-3-trifluoromethylphenyl)methyl]amine (0.209 g, 1.0 mmol) was added to the mixture and stirring at room temperature was continued overnight. The mixture was washed sequentially with water, 3N aqueous citric acid, and more water (3x), and then dried using a hydromatrix cartridge. Concentration of the organic layer gave a residue which was purified by mass-directed automated HPLC to give lambda/-{[2- chloro-3-(trifluoromethyl)phenyl]methyl}-6-oxo-1-(phenylmethyl)-2- piperidinecarboxamide. LC/MS [M+H]+ = 425/427, retention time = 2.85 minutes.; Example 19 lambda/-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-6-oxo-1-(phenylmethyl)-2- piperidinecarboxamide (E19) (in a form obtainable or prepared from D-2-amino- adipic acid)lambda/-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-6-oxo-1-(phenylmethyl)-2- piperidinecarboxamide was prepared in an analogous manner to that describedabove for Example 11 but using D-2-amino-adipic acid e.g. available from Aldrich) in the place of L-2-amino-adipic acid. LC/MS [M+H]+ = 425/427, retention time = 2.85 minutes.
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-3-(trifluoromethyl)phenyl)methanamine, its application will become more common.
Reference:
Patent; GLAXO GROUP LIMITED; WO2008/116845; (2008); A1;,
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