Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Run 3: To a stirred solution of 1-(4-bromo-3-fluorophenyl)-3-(2,5- difluorobenzyl)imidazolidin-2-one (450 mg, 1.16 mmol) in 1 ,4-dioxane (18 ml_) was added bis(pinacolato)diboron (300 mg, 1.16 mmol, 1 equiv), and potassium acetate (340 mg, 3.48 mmol, 3 equiv). The reaction mixture was degassed with N2 for 5 min. PdCI2(dppf)- CH2CI2 adduct (48 mg, 0.058 mmol, 0.05 equiv) was added and degassed with N2 for additional 5 min. The reaction mixture was stirred for 16 h at 100C in a sealed vessel. The reaction was cooled to room temperature, 5-bromo-7-methyl-7/-/-pyrrolo[2,3- <^pyrimidin-4-amine (260 mg, 1.16 mmol, 1.0 equiv), saturated aqueous NaHC03 (6 ml_) and PdCI2(dppf)-CH2CI2 adduct (48 mg, 0.058 mmol, 0.05 equiv) were added and the reaction mixture was degassed with N2 for 5 min. The vessel was sealed and the reaction mixture was stirred for 16 h at 100C. The reaction mixture was cooled to room temperature & filtered through celite and the filtrate was extracted with ethyl acetate. The organic layer was dried over Na2S04 and concentrated to obtain dark oily compound. The crude product was purified over silica gel flash column chromatography using 2% MeOH in DCM as mobile phase. Compound containing pure fractions were evaporated to obtain 1-(4-(4-amino-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-5-yl)-3-fluorophenyl)-3-(2,5- difluorobenzyl) imidazolidin-2-one (70 mg, 13.5 %) as an off white solid. LCMS (ES) m/z = 453.2 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 3.46 (t, J = 8.0 Hz, 2H), 3.73 (s, 3H), 3.88 (t, J = 7.6 Hz, 2H), 4.46 (s, 2 H), 5.94 (br. s., 2H), 7.19 - 7.26 (m, 4H), 7.31- 7.40 (m, 1 H), 7.42-7.45 (m, 1 H), 7.70 (d, J = 13.2 Hz, 1 H), 8.13 (s, 1 H).
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Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (153 pag.)WO2017/46739; (2017); A1;,
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