Related Products of 1337532-51-0 , The common heterocyclic compound, 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, 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 stirred solution of 4-benzyl- 1 -(4-bromo-3-fl uorophenyl)- 1 H- 1,2 ,4-triazol-5(4H)- one (0.520 g, 1.494 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.130 g, 1.494 mmol, 1.0 equiv), potassium acetate (0.440 g, 1.494 mmol, 3.0 equiv), and the mixture was degassed with Argon for 10 mi PdCI2(dppf)-CH2CI2 adduct (0.061 g, 0.075 mmol,0.05 equiv) was added and again degassed with Argon for 10 mm. The reaction mixture was stirred for 5h at 100 00 in a sealed vessel. The reaction mixture was cooled to room temperature, 5-bromo-7-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine (0.340 g, 1.494 mmol, 1.0 equiv) and saturated aqueous NaHCO3 (5 mL) was added to the reaction mixture and Argon gas was bubbled through the mixture for 10 mi PdCI2(dppf)-CH2CI2 adduct (0.061 g, 0.075 mmol,0.05 equiv ) was added to the reaction mixture, the vessel was sealed and the reaction mixture was stirred overnight at 100 00 . The reaction mixture was cooled to room temperature and filtered through celite, the filtrate was dried over Na2SO4 and concentrated. The crude material was purified by flash column chromatography using silicagel column using 4-5 % MeOH in DCM as an eluent to obtain 1-(4-(4- ami no-7-methyl-7H-pyrrolo[2 ,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-benzyl- 1 H-i ,2,4-triazol- 5(4H)-one as off white solid (0.044 g, 7.1 %). LCMS (ES) m/z = 416.2 [M÷H]. 1H NMR (400 MHz, DMSO-d6) O ppm 3.74 (5, 3H), 4.91 (5, 2H), 6.03 (br.s, 2H), 7.33 – 7.41 (m, 6H), 7.48 (t, J = 9.2 Hz, 1H), 7.84 (t, J = 6.0 Hz, 2H), 8.14 (5, 1H), 8.42 (5, 1H). 99.79% of purity by HPLC 254 nM.
The synthetic route of 1337532-51-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
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