62802-42-0

Basic information

• Product Name: 2-Chloro-5-fluoropyrimidine
• Synonyms: 2-CHLORO-5-FLUOROPYRIMIDINE;Pyrimidine, 2-chloro-5-fluoro- (9CI);Pyrimidine,2-chloro-5-fluoro-;2-Chloro-5-fluoropyrimidine ,98%;2-Chloro-5-fluoropyr;2-Chloro-5-fluoropyriMidi...;2-Chloro-5-fluoro-1,3-diazine
• CAS NO: 62802-42-0
• Molecular Formula: C₄H₂ClFN₂
• Molecular Weight: 132.52
• Product Categories: PYRIMIDINE;Pyrimidine series;pharmacetical;Pyrimidines;Bases & Related Reagents;Nucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Variety of halogenated heterocyclic series;Fluorine series
• Mol File: 62802-42-0.mol

Chemical Properties

• Boiling Point: 149.0-162.0°C
• Flash Point: 150 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.073 g/mL at 25 °C(lit.)
• Vapor Pressure: 9.41E-07mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.54±0.22(Predicted)
• CAS DataBase Reference: 2-Chloro-5-fluoropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-fluoropyrimidine(62802-42-0)
• EPA Substance Registry System: 2-Chloro-5-fluoropyrimidine(62802-42-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-34-41-37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 62802-42-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-fluoropyrimidine is used as a key intermediate for the preparation of 2,4-disubstituted-5-fluoropyrimidine, which is a biologically active molecule found in anticancer agents like 5-fluorouracil. It plays a significant role in the development of novel cancer treatments.
2-Chloro-5-fluoropyrimidine is also used as a starting material for the preparation of:
1. 5-fluoro-2-amino pyrimidines by reacting with various amines in the presence of K2CO3, via C-N bond forming reaction. These compounds have potential applications in the development of new pharmaceuticals.
2. 2-chloro-5-(5-fluoropyrimidin-2-yl)benzoic acid, an intermediate used in the synthesis of benzamide scaffolds. These benzamides are potent antagonists against P2X7 receptors, which are involved in various physiological processes and could be targeted for therapeutic intervention.
3. 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. 2-Chloro-5-fluoropyrimidine acts as a potent inhibitor of the JAK2 kinase, which is a target for various diseases, including cancer and inflammatory conditions.

Preparation

Synthesis of 2-chloro-5-fluoropyrimidine: add 2,4-Dichloro-5-fluoropyrimidine and reducing metal powder to the solvent, stir to raise the temperature to the reaction temperature, slowly add acid dropwise, and keep the temperature until the reaction is completed Finish. Filtration, phase separation or direct evaporation of the solvent, and distillation under reduced pressure to remove the solvent to obtain 2-chloro-5-fluoropyrimidine.

InChI:InChI=1/C6H3ClFNO2/c7-5-4(8)3(6(10)11)1-2-9-5/h1-2H,(H,10,11)

Upstream product

• 2927-71-1 2,4-dichloro-5-fluoropyrimidine 
• 6693-08-9 2,4,6-trichloro-5-fluoropyrimidine 

Downstream Products

• 87789-49-9 5-fluoro-2-(piperazin-1-yl)-pyrimidine 
• 1001398-05-5 4-{[1-(5-fluoro-2-pyrimidinyl)-4-piperidinyl]oxy}-1-[4-(methylsulfonyl)phenyl]-2,3-dihydro-1H-indole 
• 874646-11-4 5-fluoro-2-[(3R)-3-methylpiperazin-1-yl]pyrimidine 
• 545424-37-1 4-(5-fluoro-pyrimidin-2-yl)-benzaldehyde 
• 38275-55-7 5- fluoropyrimidine-2-carbonitrile 
• 455265-89-1 4-[(5-fluoro-pyrimidin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester 
• 942184-98-7 (S,S)-5-[4-(5-fluoro-pyrimidin-2-yl)-phenyl]-2,5-diaza-bicyclo[2.2.1]-heptane-2-carboxylic acid tert-butyl ester 
• 1035345-86-8 3-(5-fluoropyrimidin-2-yl)aniline 
• 1093063-75-2 4-[3-fluoro-4-(5-fluoro-pyrimidin-2-yl)-phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 1190979-31-7 5-fluoro-2-(4-(4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenoxy)piperidin-1-yl)pyrimidine 
• 1190280-60-4 C₁₄H₁₁FN₄ 
• 1190280-65-9 C₁₅H₁₀F₄N₄ 
• 1032825-49-2 [1-(5-fluoro-2-pyrimidinyl)-4-piperidinyl]methanol 
• 1204335-97-6 4-{3-[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]propoxy}-N-(2-hydroxyethyl)-2-methylbenzamide 

Relevant articles and documents

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