Reference 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.
A mixture of 2,5-dimethyl-1 ,2,5-thiadiazolidine-3-carboxylic acid 1 ,1 -dioxide (136 mg, 0.700 mmol, prepared as described below), N-ethyl morpholine (0.268 ml, 2.100 mmol), 1-hydroxybenzotriazole hydrate (129 mg, 0.84 mmol) and 1 -ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (161 mg, 0.840 mmol) in dichloromethane (9 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (147 mg, 0.700 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 3 hours. The reaction mixture was diluted with dichloromethane (10 ml) and the solution was washed with saturated sodium hydrogen carbonate solution (10 ml), water (10 ml), citric acid solution (10 ml) and brine (10 ml), dried and evaporated. The residue was purified by mass-directed automated HPLC. The residue was triturated with ether/isohexane and the solvent was evaporated. The residue was dried under high vacuum at room temperature using phosphorus pentoxide as drying agent to give N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-2,5-dimethyl-1 ,2,5- thiadiazolidine-3-carboxamide 1 ,1 -dioxide (120 mg, 44%).LC/MS [M+H]+ = 386, retention time = 2.66 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; DEAN, David, Kenneth; WALTER, Daryl, Simon; WO2011/54947; (2011); A1;,
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