Electric Literature of 210532-25-5,Some common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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.
[0 144j To a solution of 5 -(aminomethyl)-N-((2-methylthiazol-5 -yl)methyl)pyrazine-2- carboxamide (0.070 g, 0.26 mmol) and 3,5-difluorobenzenesulfonyl chloride (0.056 g, 0.26 mmol) in dichioromethane (2 mL) was added triethylamine (0.1 mL, 0.53 mmol) at 0 C and resulting solution was stirred at room temperature for 1 h. The reaction mixture was diluted with water (20 mL) and extracted with dichloromethane (15 mL x 3). The organic layer was washed with saturated sodium bicarbonate solution (10 mL x 2), brine (20 mL), dried over sodium sulfate and concentrated under vacuum to get the crude material which was purified by preparative HPLC (analytical conditions: column: Xbridge C18 (19 mm X 250 mm X 5 jim), mobile phase (A): 5 mM ammonium acetate in water, mobile phase (B): HPLC grade acetonitrile. Elution gradient: 0-20 mm, 5-95% B in A) to afford the title compound 5-(((3,5- difluorophenyl)sulfonamido)methyl)-N-((2-methylthiazol-5 -yl)methyl)pyrazine-2-carboxamide (0.013 g, 12% yield) as an off-white solid. Calculated M+H: 440.06; Found M+H: 440.13.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Difluorobenzene-1-sulfonyl chloride, its application will become more common.
Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; WO2015/48503; (2015); A2;,
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