The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Application of C4H3BrN2.
Trowse, Benjamin R.;Byrne, Fergal P.;Sherwood, James;O’Brien, Peter;Murray, Jane;Farmer, Thomas J. research published 《 Study on 2,2,5,5-Tetramethyloxolane (TMO) as a Solvent for Buchwald-Hartwig Aminations》, the research content is summarized as follows. Herein, the successful application of 2,2,5,5-tetramethyloxolane (TMO), a solvent with a similar property profile to toluene, for Buchwald-Hartwig amination reactions for coupling a wide range of primary and secondary amines with aryl bromides was demonstrated. When NaOt-Bu was used as the base, similar yields were obtained in toluene and TMO. In contrast, using Cs2CO3, TMO outperformed toluene significantly for electron-deficient aryl bromides that could be susceptible to nucleophilic attack. To showcase the use of TMO as a solvent for Buchwald-Hartwig aminations, the synthesis of a key intermediate in the route to smoothened (SMO) receptor antagonist drug candidate SEN826 was successfully accomplished in TMO. Improved metrics and reduction in residual palladium in the isolated amines demonstrate further benefits in the substitution of toluene with TMO in Buchwald-Hartwig aminations.
Application of C4H3BrN2, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia