Application of 73870-24-3 ,Some common heterocyclic compound, 73870-24-3, molecular formula is C6H7Br2N, 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.
Cytosine-pyridine (2) was obtained by mixing cytosine (0.65 g,5.93 mmol, 3 eq) and KI (10 mg, catalytic amount) in 10 mL of dry DMF. After degassing the suspension with argon for 15 min, NaH(0.118 g, 4.9 mmol, 2.5 eq) was added and the mixture was stirredfor 30 min. A solution of 4-(bromomethyl)pyridine hydrobromide(0.5 g, 1.97 mmol, 1 eq) in 4 mL of dry DMF was slowly added to themixture. The mixture was stirred at 40C overnight and the reac-tion progress was followed by TLC. The crude was dried undervacuum and then washed with a minimum amount of water. Theproduct was puried by column chromatography (silica gel, MeOH:Et3N: DCM 1:0.2:20) affording compound 2 (120 mg, 30%) as awhite powder; dH (500 MHz, DMSO-d6) 4.87 (2H, s, Ha), 5.73 (1H, d,3J 7.2 Hz, Hb), 7.08 (1H, s, brd, NH), 7.17 (2H, d,3J 6.0 Hz, Hm),7.21 (1H, s, brd, NH), 7.69 (1H, d,3J 7.2 Hz, Hc), 8.50 (2H, d,3J 6.0 Hz, Ho); dC (126 MHz, DMSO-d6) 50.6 (Ca), 93.9 (Cb), 122.0(Cm), 146.1 (Cc), 147.0 (Cp), 149.7 (Co), 155.7 (Cd), 166.1 (Ce); HRMS(ESI): MH, found 203.0934. C10H10N4O requires 203.0927; IR(cm1): 3337.24, 3115.39, 1652.03, 1597.71, 1486.09, 1423.17,1384.39, 1369.72, 1278.91, 1208.06, 1130.29, 965.29, 815.97, 781.56,704.43, 682.80, 567.57, 521.43, 474.65, 405.44.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73870-24-3, its application will become more common.
Reference:
Article; Bulach, Veronique; Hosseini, Mir Wais; Jouaiti, Abdelaziz; Kyritsakas, Nathalie; Tufenkjian, Elsa; Tetrahedron; vol. 76; 9; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem