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About This Item
Empirical Formula (Hill Notation):
C4H2ClFN2
CAS Number:
Molecular Weight:
132.52
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
refractive index
n20/D 1.503 (lit.)
density
1.439 g/mL at 20 °C (lit.)
functional group
chloro
fluoro
SMILES string
Fc1cnc(Cl)nc1
InChI
1S/C4H2ClFN2/c5-4-7-1-3(6)2-8-4/h1-2H
InChI key
AGYUQBNABXVWMS-UHFFFAOYSA-N
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Application
2-Chloro-5-fluoropyrimidine can be used as a starting material for the preparation of:
- 5-fluoro-2-amino pyrimidines by reacting with various amines in the presence of K2CO3, via C-N bond forming reaction.
- 2-chloro-5-(5-fluoropyrimidin-2-yl)benzoic acid, an intermediate, which is used in the synthesis of benzamide scaffolds as potent antagonists against P2X7 receptors.
- 5-fluoro-2-cyano pyrimidine, a key intermediate used for the synthesis of 5-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine, as a potent inhibitor of the JAK2 kinase.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
149.0 °F - closed cup
Flash Point(C)
65 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Discovery of 2-chloro-N-((4, 4-difluoro-1-hydroxycyclohexyl) methyl)-5-(5-fluoropyrimidin-2-yl) benzamide as a potent and CNS penetrable P2X7 receptor antagonist
Chen X, et al.
Bioorganic & Medicinal Chemistry Letters, 20(10), 3107-3111 (2010)
Metal-free site-selective C-N bond-forming reaction of polyhalogenated pyridines and pyrimidines
Wang L, et al.
Royal Society of Chemistry Advances, 5(100), 82097-82111 (2015)
Use of ?-transaminase enzyme chemistry in the synthesis of a JAK2 kinase inhibitor
Frodsham L, et al.
Organic Process Research & Development, 17(9), 1123-1130 (2013)
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