2-Chloro-5-fluoropyrimidine Chemical Properties

Boiling point:

149.0-162.0°C

Density 

1.439 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.503(lit.)

Flash point:

150 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

pka

-2.54±0.22(Predicted)

color 

Clear colorless to yellow

InChI

InChI=1S/C4H2ClFN2/c5-4-7-1-3(6)2-8-4/h1-2H

InChIKey

AGYUQBNABXVWMS-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=C(F)C=N1

CAS DataBase Reference

62802-42-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-34-41-37/38

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

2-Chloro-5-fluoropyrimidine Usage And Synthesis

Chemical Properties

Colorless to light yellow liquid

Uses

2-Chloro-5-fluoropyrimidine is used to prepare 2,4-disubstituted-5-fluoropyrimidine , which is a biologically active molecule seen in anticancer agents like 5-fluorouracil.

Uses

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.

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.

References

[1] A. Dunaiskis. “LARGE SCALE SYNTHESIS OF 2-CHLORO-5-FLUOROPYRIMIDINE.” Organic Preparations and Procedures International 27 1 (1995): 600–602.
[2] A. DUNAISKIS. “ChemInform Abstract: Large Scale Synthesis of 2-Chloro-5-fluoropyrimidine.” ChemInform 26 52 (1995).

2-Chloro-5-fluoropyrimidine(62802-42-0)Related Product Information

• Cyhalothrin
• 5-Fluoropyrimidine
• Fluorocytosine
• 2-Chloropyrimidine
• 2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE
• 2,4-DICHLORO-6-ETHYL-5-FLUOROPYRIMIDINE
• 4-AMINO-2-CHLORO-5-FLUOROPYRIMIDINE,4-AMINO-2-CHLORO-5-FLUOROPYRIMIDINE GC 95.0%,2-Chloro-5-fluoropyrimidine-4-amine
• 2,4-Dichloro-5-fluoropyrimidine
• Difluorochloromethane
• 3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• 6-(1-Bromoethyl)-4-chloro-5-fluoropyrimidine
• Pyrimidine, 4-chloro-6-fluoro- (9CI)
• (2R,3S/2S,3R)-3-(4-Chloro-5-fluoro-6-pyrimidinyl)-2-(2,4-difluorophenyl)butan-2-ol hydrochloride
• 2-Fluoro-3,5-dichloropyridine
• 4,6-Dichloro-5-fluoropyrimidine
• 3-(6-Chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride
• 4-(1-bromoethyl)-6-chloro-5-fluoropyrimidine
• CHEMBRDG-BB 4015094