Synthesis
General procedure for the synthesis of 4-(pyridin-2-yl)thiazol-2-amine from 2-bromo-1-(2-pyridinyl)ethanone and thiourea (CAS: 17356-08-0): 2-bromo-1-(2-pyridinyl)ethanone (0.01 mol, ca. 0.76 g), thiourea (0.01 mol), and 50 mL of ethanol were added to a 100 mL round-bottomed flask, and the mixture was heated to reflux for for 4 hours. After completion of the reaction, the ethanol solvent was removed by distillation under reduced pressure. The crude product was purified by column chromatography using dichloromethane (DCM): methanol (MeOH): ammonium hydroxide (NH4OH) (20:1:0.1, v/v) as mobile phase. 4-(Pyridin-2-yl)thiazol-2-amine was finally obtained as a white solid in a yield of 1.41 g in 79.6%.
References
[1] Patent: CN105820163, 2016, A. Location in patent: Paragraph 0127 - 0129
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 2, p. 560 - 564
[3] Patent: WO2008/122787, 2008, A1. Location in patent: Page/Page column 85
[4] Journal of Heterocyclic Chemistry, 1970, vol. 7, p. 1137 - 1141
[5] Journal of the Chinese Chemical Society, 2017, vol. 64, # 12, p. 1408 - 1416
