2-Amino-6-fluoropyridine Chemical Properties

Melting point:

59-61°C

Boiling point:

225.0±20.0 °C(Predicted)

Density 

1.257±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

2.26±0.24(Predicted)

color 

White to Almost white

InChI

InChI=1S/C5H5FN2/c6-4-2-1-3-5(7)8-4/h1-3H,(H2,7,8)

InChIKey

UZALKVXCOUSWSL-UHFFFAOYSA-N

SMILES

C1(N)=NC(F)=CC=C1

CAS DataBase Reference

1597-32-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

HS Code 

2933399990

2-Amino-6-fluoropyridine Usage And Synthesis

Description

2-Amino-6-fluoropyridine is an organic intermediate that can be prepared via the nucleophilic substitution reaction of 2,6-difluoropyridine with ammonia.

Uses

2-Amino-6-fluoropyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

The general procedure for the synthesis of 2-amino-6-fluoropyridine from 2,6-difluoropyridine was as follows: 2,6-difluoropyridine (50 g, 434 mmol) was dissolved in ammonium hydroxide solution (200 mL, 28.0-30.0%) in a steel tube and the reaction was heated for 15 hr at 105 °C. Upon completion of the reaction, the mixture was cooled in an ice bath and the precipitate was subsequently collected by filtration. The precipitate was washed with cold water and dried to give 6-fluoro-2-pyridinamine (45.8 g, 94% yield) as a white solid. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 7.53 (m, 1H), 6.36 (dd, 1H), 6.26 (dd, 1H), 4.56 (s, 2H).

References

[1] Patent: WO2006/76131, 2006, A2. Location in patent: Page/Page column 39-40
[2] Patent: WO2007/27999, 2007, A2. Location in patent: Page/Page column 35
[3] Patent: WO2006/36816, 2006, A2. Location in patent: Page/Page column 59-60
[4] Patent: WO2006/26703, 2006, A2. Location in patent: Page/Page column 64-65
[5] Patent: WO2007/87549, 2007, A2. Location in patent: Page/Page column 44; 59

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