Electric Literature of 1072-97-5 ,Some common heterocyclic compound, 1072-97-5, molecular formula is C5H5BrN2, 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.
2-Amino-5-bromopyridine (2) (20 g, 115.6 mmol) was added to a 500-mL three-necked flask at room temperature, followed by the addition of anhydrous ethanol (200 mL) and sodium bicarbonate (24.3 g, 289.0 mmol). Then ethyl 3-bromopyruvate (33.8 g, 173.4 mmol) was slowly added dropwise with stirring. After the completion of the dropwise addition, the reaction mixture was heated to 85 C and refluxed for 8 h. After the reaction completed, the solvent was evaporated to dryness under reduced pressure. Then proper water was added the pH was adjusted to 8 to 9 with sodium hydroxide. The solution was stirred well and filtered. The filter cake was washed with methyl tert-butyl ether (15 mL×3) to obtain 3 (25.1 g, yield 80.6%) as a yellow-brown powder. 1H NMR (400 MHz, chloroform-d) delta 8.32 (s, 1H, Ar-H), 8.16 (s, 1H, Ar-H), 7.61 (d, J = 9.6 Hz, 1H, Ar-H), 7.33 (dd,J = 9.6, 1.8 Hz, 1H, Ar-H), 4.48 (q, J = 7.1 Hz, 2H, -OCH2-), 1.46 (t, J = 7.1 Hz, 3H,-CH3). MS (ESI): m/z 270.0 [M+H]+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1072-97-5, 5-Bromopyridin-2-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Qin; Long; Zhu; Zhou; Chai; Zhao; Journal of Structural Chemistry; vol. 60; 12; (2019); p. 1917 – 1924; Zh. Strukt. Kim.; vol. 60; 12; (2019); p. 2002 – 2009,8;,
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