Reference of 374930-88-8 , The common heterocyclic compound, 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, molecular formula is C13H19BrN4O2, 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.
Tri-isopropyl borate (1.18 g, 6.25 mmol) was added, dropwise to a magnetically stirred solution of 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (1.72 g, 5.00 mmol) in THF (15 mL). The mixture was cooled to -70 oC and butyl lithium (3.91 mL, 6.25 mmol) was added, dropwise maintaining the temperature at -60 oC over 15 minutes. The mixture was then warmed to -20 oC over 20 minutes followed by the addition of acetic acid (0.501 mL, 8.75 mmol). The reaction mixture was then evaporated and the resultant residue suspended in methanol (2 mL) and water (15 mL) to which hydrogen peroxide (0.870 mL of a 35% w/v solution in water, 49.4 mmol) was introduced, dropwise with vigorous stirring. The reaction was stirred for 18 hours and the resultant precipitate was filtered and washed with water. The solid was partitioned between dichloromethane and water and the separated organic phase was dried (MgSO4), filtered and concentrated to yield tert-butyl 4-(5-hydroxypyrimidin-2-yl)piperazine-1-carboxylate (1.32 g, 92%) as a white solid, NMR Spectrum: (DMSOd6) 1.46 (s, 9H), 3.43 (m, 4H), 3.61 (m, 4H), 8.09 (S, 2H), 9.30 (s, 1H); Mass Spectrum: M+H+ 281.
The synthetic route of 374930-88-8 has been constantly updated, and we look forward to future research findings.
Reference:
Article; De Savi, Chris; Waterson, David; Pape, Andrew; Lamont, Scott; Hadley, Elma; Mills, Mark; Page, Ken M.; Bowyer, Jonathan; Maciewicz, Rose A.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4705 – 4712;,
Pyrimidine | C4H4N2 – PubChem,
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