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5-Bromo-2-fluoropyrimidine

CAS Number 62802-38-4

Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

5-Bromo-2-fluoropyrimidine CAS 62802-38-4
Product Code B2921-1g
Price £60 ex. VAT
£ GBP

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A fluorinated pyrimidine building block

Used as a synthesis intermediate for APIs and push-pull molecules

5-Bromo-2-fluoropyrimidine (CAS number 62802-38-4) is a derivative of pyrimidine, a 6-membered heterocycle with two nitrogen heteroatoms. 5-Bromo-2-fluoropyrimidine has bromide and fluoride substituents at the para-position, enabling it for synthesising linear macromolecules under stepwise process. 5-Bromo-2-fluoropyrimidine can perform nucleophilic aromatic substitution on the fluoride group, Pd-catalysed carbon-carbon coupling on the bromide group and acid-catalysed vicarious nucleophilic substitution at the 4- and 6-positions. Thus, 5-bromo-2-fluoropyrimidine is used to prepare push-pull molecules, serving as an 'electron-pulling' moiety.

5-Bromo-2-fluoropyrimidine is also an essential building block for synthesising reldesemitiv, a fast skeletal muscle troponin activator for treatment of diseases that lead to diminished muscle function.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated pyrimidine building block

for drug discovery, semiconductors, and medicinal chemistry

Worldwide shipping for 62802-38-4

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High purity 62802-38-4

High purity

>98% High purity

General Information

CAS Number 62802-38-4
Chemical Formula C4H2BrFN2
Full Name 5-Bromo-2-fluoropyrimidine
Molecular Weight 176.98 g/mol
Synonyms 5-Bromo-2-fluoro-1,3-diazine
Classification / Family Fluorinated building blocks, Heterocyclic building blocks, APIs, Push-pull molecules

Chemical Structure

5-Bromo-2-fluoropyrimidine chemical structure, CAS 62802-38-4.
5-Bromo-2-fluoropyrimidine chemical structure, CAS 62802-38-4

Product Details

Purity 98%
Melting Point Tm = 92 °C
Appearance White crystals

MSDS Documentation

5-Bromo-2-fluoropyrimidine5-Bromo-2-fluoropyrimidine MSDS Sheet

Literature and Reviews

  1. Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and SNH reactions, M. Kravchenov et al., Bioorg. Med. Chem. Lett., 24, 3118–3120(2014); DOI: 10.1016/j.bmcl.2014.05.006.
  2. Discovery of reldesemtiv, a fast skeletal muscle troponin activator for the treatment of impaired muscle function, S. Collibee et al., J. Med. Chem., 64, 14930–14941(2021); DOI: 10.1021/acs.jmedchem.1c01067.
  3. Electrophilic alkylation of arenes with 5-bromopyrimidine en route to 4-aryl-5-alkynylpyrimidines, S. Shcherbakov et al., RSC Adv., 10, 10315(2020); DOI: 10.1039/d0ra01335h.
  4. Structure-based design and synthesis of potent, ethylenediamine-based, mammalian farnesyltransferase inhibitors as anticancer agents, S. Fletcher et al., J. Med. Chem., 53(19), 6867–6888(2010); DOI: 10.1021/jm1001748.
  5. Microwave-assisted palladium-catalyzed C-C coupling versus nucleophilic aromatic substitution of hydrogen (SNH) in 5-bromopyrimidine by action of bithiophene and its analogues, E. Verbitiskiy et al., Tetrahedron, 69, 5164–5172(2013); DOI: 10.1016/j.tet.2013.04.062.
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