The systematic study of pyrimidines began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name 鈥減yrimidin鈥?in 1885. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The parent compound was first prepared by Gabriel and Colman in 1900, by conversion of barbituric acid to 2,4,6-trichloropyrimidine followed by reduction using zinc dust in hot water. Reference of 4595-59-9.
Kang, Kai;Loud, Nathan L.;DiBenedetto, Tarah A.;Weix, Daniel J. research published 銆?A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates銆? the research content is summarized as follows. A new, general approach to biheteroaryls: the Ni- and Pd-catalyzed multimetallic cross-Ullmann coupling of heteroaryl halides with triflates. An array of 5-membered, 6-membered and fused heteroaryl bromides and chlorides, as well as aryl triflates derived from heterocyclic phenols proved to be viable substrates in this reaction (62 examples, 63 卤 17% average yield). The generality of this approach to biheteroaryls were further demonstrated in 96-well plate format at 10渭mol scale. An array of 96 possible products provided >90% hit rate under a single set of conditions. Further, low-yielding combinations was rapidly optimized with a single “Toolbox Plate” of ligands, additives and reductants.
4595-59-9, 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 尾-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., Reference of 4595-59-9
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia