Application of 60290-21-3, 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. 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine. A new synthetic method of this compound is introduced below.
To a solution of 4-chloro-lH-pyrrolo[3,2-c]pyridine (XCVI) (13.3 g, 87.2 mmol, 1.0 eq) and (3-fluorophenyl)boronic acid (XCVII) (1.59 g, 113.3 mmol, 1.3 eq) in a solution of dioxane (80 mL) and water (27 mL) was added K3PO4 (46.3 g, 218 mmol, 2.5 eq) in one portion at 25C under N2. Then Pd(dppf)Cl2 (5.1 g, 6.97 mmol, 0.08 eq) was added under N2 atmosphere. The yellow solution was heated to 90-100C and stirred for 2 h. The reaction was added into water (500 mL), and the resultant solution was extracted with EtOAc (300 mL x 3). The organic layers were washed with brine (200 mL), dried over Na2S04 and concentrated to give a residue. The residue was purified by chromatography on silica gel to give 4-(3-fluorophenyl)-lH-pyrrolo[3,2- c]pyridine (XCVIII) as a red solid (10.9 g, 51.4 mmol, 58.9% yield). NMR (DMSO-£, 400 MHz) delta ppm 6.80 (s, IH), 7.24 – 7.33 (m, IH), 7.42 (d, J=6Hz, IH), 7.52 – 7.63 (m, 2H), 7.76 (d, J=8Hz, IH), 7.87 (d, J=7.6Hz, IH), 8.28 (d, J=5.6Hz, IH), 11.71 (brs, IH); ESIMS found for C13H9FN2 mlz 213.1 (M+H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,60290-21-3, 4-Chloro-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.
Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (265 pag.)WO2017/24010; (2017); A1;,
Pyridine – Wikipedia,
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