Analyzing the synthesis route of 2-Methylimidazo[1,2-a]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934-37-2, its application will become more common.

Application of 934-37-2 ,Some common heterocyclic compound, 934-37-2, molecular formula is C8H8N2, 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-methylimidazo[1,2-a]pyridine-3-carbaldehyde: Over excess of anhydrous DMF at 0 C are added slowly 2.5 equivalents of POCl3 and the mixture is mixed during 15 min. Posterior, one equivalent of compound 2-methylimidazo[1,2-a]pyridine is added and the reaction mixture is stirred vigorously by 1 h. Then the reaction is warmed at 60 C. Chopped ice was added and the mixture is neutralized with ammonium hydroxide. Oil was obtained which was solubilized in hot hexane, after cooling a solid was formed. Recrystallized from hexane to obtain a white solid. Yield 59 %; m.p. 118-119 C. 1H NMR (300 MHz, CDCl3) ppm 2.73 (s, 3 H), 7.07 (dd, J = 1.2 Hz, 6.8 Hz, 1 H), 7.52 (ddd, J = 1.2 Hz, 6.8 Hz, 9.0 Hz, 1 H), 7.68 (dd, J = 1.2 Hz, 9.0 Hz, 1 H), 10.01 (s, 1 H). 13C NMR (75 MHz, CDCl3) ppm 114.5, 114.8, 116.6, 121.2, 128.3, 130.0, 147.7, 157.1, 177.0. MS (EI, 70 eV): m/z [%] = 160[M]+ (100), 159[M-H]+ (98), 131[M-CHO]+ (25).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934-37-2, its application will become more common.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem