Synthesis
Step A: 2,6-Dimethylpyrimidin-4-ol (5.0 g, 40 mmol) was dissolved in aqueous sodium hydroxide solution (50 mL, 1 M, 50 mmol). Iodine (10.2 g, 40 mmol) was subsequently added to this solution. The reaction mixture was slowly warmed to 80 °C and stirred continuously for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with acetic acid to about 6. At this point, a precipitate appeared in the reaction mixture and the precipitate was collected by filtration. The resulting solid was washed with deionized water and dried to give the target product 5-iodo-2,6-dimethylpyrimidin-4-ol (6.51 g, 65% yield). Mass spectrometry analysis showed m/z 251.2 [M + H]+.
References
[1] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 398
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 22, p. 4251 - 4260
[3] Tetrahedron, 2007, vol. 63, # 9, p. 1931 - 1936
[4] Patent: US5466692, 1995, A
[5] Patent: US2012/95031, 2012, A1. Location in patent: Page/Page column 160
