4-AMINO-2,6-DIFLUOROPYRIDINE Chemical Properties

Melting point:

124-125

Boiling point:

267.8±35.0 °C(Predicted)

Density 

1.393±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

-0.33±0.10(Predicted)

color 

Pale yellow

InChI

InChI=1S/C5H4F2N2/c6-4-1-3(8)2-5(7)9-4/h1-2H,(H2,8,9)

InChIKey

OWXBXLGJIFPPMS-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

63489-58-7

Safety Information

Hazard Codes 

T

RIDADR 

2811

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933399990

4-AMINO-2,6-DIFLUOROPYRIDINE Usage And Synthesis

Synthesis Reference(s)

Journal of Medicinal Chemistry, 30, p. 340, 1987 DOI: 10.1021/jm00385a016

Synthesis

In a 500 mL autoclave, 49.8 g (0.25 mol) of 2,6-difluoro-3,5-dichloro-4-aminopyridine, 200 mL of ethanol, 5.61 g (0.55 mol) of triethylamine, and 10.0 g of 10% palladium carbon catalyst were added. The reaction system was maintained at 25 °C and a hydrogen pressure of 0.46 MPa was applied and the reaction lasted for 24 hours. Upon completion of the reaction, the system was cooled and the hydrogen pressure was slowly released. The catalyst was removed by diafiltration followed by distillation under reduced pressure to remove the solvent. The crude product was purified by column chromatography using petroleum ether/ethyl acetate (3:1 v/v) as eluent. The final product was 20.6 g of 2,6-difluoro-4-aminopyridine as a white solid, which was determined to be 99.7% pure by liquid chromatographic normalization in 63.5% yield.

References

[1] Journal of Medicinal Chemistry, 1987, vol. 30, # 2, p. 340 - 347
[2] Patent: CN104610250, 2017, B. Location in patent: Paragraph 0076; 0077; 0079

4-AMINO-2,6-DIFLUOROPYRIDINE(63489-58-7)Related Product Information

• 3,5-Dichloro-4-amino-2,6-difluoropyridine
• 4-(DIMETHYLAMINO)-2,3,5,6-TETRAFLUOROPYRIDINE
• 4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE
• 4-AMINO-3-CHLORO-2,5,6-TRIFLUOROPYRIDINE
• 2-AMINO-3,5-DIFLUOROPYRIDINE
• 2,6-Difluoropyridine
• 2,3,5,6-TETRAFLUORO-4-HYDRAZINOPYRIDINE
• 2,3,5,6-TETRAFLUORO-4-NITROPYRIDINE
• 4-AMINO-3,5-DIFLUOROPYRIDINE
• N-[(3,5-DICHLOROPHENYL)SULFONYL]-4-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)PIPERAZINE-1-CARBOXAMIDE
• 2-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)-N-[4-(TRIFLUOROMETHYL)PHENYL]HYDRAZINECARBOXAMIDE
• 4-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)-N-{[4-(TRIFLUOROMETHOXY)PHENYL]SULFONYL}PIPERAZINE-1-CARBOXAMIDE
• 2-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)-N-[4-(TRIFLUOROMETHOXY)PHENYL]HYDRAZINECARBOTHIOAMIDE
• 3,5-DICHLORO-2,6-DIFLUORO-4-HYDRAZINOPYRIDINE
• 3,5-dichloro-2,6-difluoro-N-methyl-4-pyridinamine
• N-[(3,4-DICHLOROPHENYL)SULFONYL]-4-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)PIPERAZINE-1-CARBOXAMIDE
• N-{[2-CHLORO-5-(TRIFLUOROMETHYL)PHENYL]SULFONYL}-4-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)PIPERAZINE-1-CARBOXAMIDE
• N-[(4-FLUOROPHENYL)SULFONYL]-4-(2,3,5,6-TETRAFLUOROPYRIDIN-4-YL)PIPERAZINE-1-CARBOXAMIDE