Synthetic Route of 55583-59-0 ,Some common heterocyclic compound, 55583-59-0, molecular formula is C4H4Cl2N4, its 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.
To a suspension of compound 42 (1.29 g, 7.21 mmol) and 3,4-dimethoxyaniline 9 (919 mg, 6 mmol) in n-BuOH (30 mL) in an Ace Tube was added DIPEA (3.2 mL) and the reaction mixture was stirred at 125 C for 3 days. The mixture was allowed to cool to rt and subsequently concentrated in vacuo. The residue was purified by silica gel column chromatography (toluene:EtOAc 2:3 ? EtOAc) affording compound 43 (1.241 g, 65%) as an off-white solid. 1H NMR (d6-DMSO, 499.95 MHz): delta = 3.72 (s, 3 H, 4-OCH3), 3.77 (s, 3 H, 3-OCH3), 4.20 (bs, 2 H, 5-NH2), 5.84 (bs, 2 H, 2-NH2), 6.98 (d, 1 H, J5, 6 = 8.7, H-5), 7.23 (dd, 1 H, J6, 5 = 8.7, J6, 2 = 2.5, H-6), 7.44 (d, 1 H, J2, 6= 2.5, H-2), 8.20 (bs, 1 H, NH). 13C NMR (d6-DMSO, 150.92 MHz): delta = 55.62 (3-OCH3), 56.00 (4-OCH3), 106.03 (C-2), 112.18 (C-5), 112.36 (C-6), 114.07 (C-5), 133.89 (C-1), 142.82 (C-6), 144.45 (C-4), 148.66 (C-3), 152.65 (C-4), 155.54 (C-2). HRMS calcd for C12H15N5O2Cl m/z: 296.09088 (M+H)+, found 296.09094.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55583-59-0, its application will become more common.
Reference:
Article; ?ala, Michal; Koegler, Martin; Pla?kova, Pavla; Mejdrova, Ivana; H?ebabecky, Hubert; Prochazkova, Eli?ka; Strunin, Dmytro; Lee, Gary; Birkus, Gabriel; Weber, Jan; Mertlikova-Kaiserova, Helena; Nencka, Radim; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2706 – 2712;,
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