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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., 934524-10-4
To a solution of the 2,4-dichloro-N-tosylpyrrolopyrimidine 3 (1.00 g, 2.92 mmol) in 1,4-dioxane (40 mL) and H2O (10 mL) was added phenylboronic acid (430 mg, 3.50 mmol) and Na2CO3 (620 mg, 5.84 mmol), and the mixture was degassed under argon. To this mixture was added Pd(PPh3)4 (100 mg, 6 mol %) and the reaction mixture was heated at reflux for 1 h, then cooled to room temperature and the solvent was removed in vacuo. The residue was dissolved in EtOAc (50 mL) and washed with H2O (2 * 30 mL), brine (2 * 30 mL), dried, filtered and the solvent was removed in vacuo to give a yellow residue. The residue was purified by flash chromatography (10% EtOAc/Hexanes) and recrystallised from EtOH to give 5d (600 mg, 55%) as a white solid; mp 151-155 C; deltaH (CDCl3): 8.14 (2H, d, J 8.0 Hz), 7.97 (2H, dd, J 6.0, 2.0 Hz), 7.75 (1H, d, J 4.0 Hz), 7.52-7.51 (3H, m), 7.34 (2H, d, J 8.0 Hz), 6.87 (1H, d, J 4.0 Hz), 2.41 (3H, s); deltaC (CDCl3): 160.6, 155.3, 152.9, 146.3, 136.0, 134.2, 131.1, 129.9, 129.0, 128.8, 127.1, 116.3, 104.1, 21.7; m/z (ESI): 384.0 (M[35Cl]H+), 386.0 (M[37Cl]H+); HRMS (ESI): M[35Cl]H+, found 384.0567. C19H15ClN3O2S+ requires 384.0569.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.
Reference:
Article; O’Brien, Nathan J.; Brzozowski, Martin; Buskes, Melissa J.; Deady, Leslie W.; Abbott, Belinda M.; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 3879 – 3886;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia