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. 13534-97-9, name is 6-Bromopyridin-3-amine. A new synthetic method of this compound is introduced below., Quality Control of 6-Bromopyridin-3-amine
5′-((6-bromopyridin-3-yl)carbamoyl)-2′-methoxy-[1,1′-biphenyl]-3-yl acetate (21a): A solution of acid chloride 10b (300 mg, 1.16 mmol) in dichloromethane (1 ml) was added to a solution of 6-bromopyridin-3-amine (200 mg, 1.16 mmol) and pyridine (162 mg, 2.32 mmol) in dry dichloromethane (5 mL). The solution was then stirred at room temperature for 4 hours. After 4 hours, the reaction mixture was concentrated to dryness and the remaining residue was purified via column chromatography (SiO2, 10:1, CH2Cl2:methanol) to afford desired product as a light brown solid (416 mg, 87percent). 1H NMR (500 MHz, chloroform-d) delta 8.47 (d, J = 2.8 Hz, 1H), 8.21 (s, 1H, NH), 8.17 (dd, J = 8.7, 2.9 Hz, 1H), 7.88 (dd, J = 8.6, 2.4 Hz, 1H), 7.78 (d, J = 2.4 Hz, 1H), 7.44 (d, J = 8.6 Hz, 1H), 7.32 (t, J = 7.9 Hz, 1H), 7.09 ? 6.98 (m, 3H), 6.90 (dd, J = 8.2, 2.7 Hz, 1H), 3.88 (s, 3H), 3.83 (s, 3H). 13C NMR (126 MHz, CDCl3) delta 165.77, 159.94, 159.48, 141.64, 138.72, 136.00, 134.87, 130.96, 130.41, 129.84, 129.37, 128.84, 128.23, 126.05, 122.07, 115.57, 113.06, 111.32, 56.07, 55.52. HRMS (ESI+) m/z: [M + H+] calcd for C21H18BrN2O4 441.0450; found 441.0453.
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Reference:
Patent; THE UNIVERSITY OF KANSAS; BLAGG, Brian, S.J.; ZHAO, Huiping; WO2015/70091; (2015); A1;,
Pyridine – Wikipedia,
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