Synthetic Route of 5876-51-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5876-51-7 as follows.
To toluene 3.0mL solution of tert-butyl 2-amino-4-phenethylbenzoate 0.10g were added 1-iodo-3,4-methylenedioxybenzene 0.14g, cesium carbonate 0.22g, tris(dibenzylideneacetone)dipalladium(0) 3mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8mg, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, tris(dibenzylideneacetone)dipalladium(0) 3mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8mg were added to it, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 2-((benzo-1,3-dioxol-5-yl)amino)-4-phenethylbenzoate. Trifluoroacetic acid 10mL was added to the obtained tert-butyl 2-((benzo-1,3-dioxol-5-yl)amino)-4-phenethylbenzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-((benzo-1,3-dioxol-5-yl)amino)-4-phenethylbenzoic acid 12mg of white solid. 1H-NMR(DMSO-d6) delta value: 2.74-2.86(4H,m),6.03(2H,s),6.54(1H,dd,J=8.1,2.1Hz),6.61(1H,d d,J=8.1,1.5Hz),6.74(2H,d,J=2.1Hz),6.86(1H,d,J=8.1Hz),7. 13-7.20(3H,m),7.22-7.29(2H,m),7.77(1H;d,J=8.1Hz),9.40(1H,s),12.70-12.95(1H,broad).
According to the analysis of related databases, 5876-51-7, the application of this compound in the production field has become more and more popular.