ChemicalBook--->CAS DataBase List--->21717-95-3

21717-95-3

21717-95-3 Structure

21717-95-3 Structure
IdentificationBack Directory
[Name]

2-Amino-3-fluoropyridine
[CAS]

21717-95-3
[Synonyms]

BENZYL TERT-BUTANONE
3-FLUOROPYRIDIN-2-AMINE
2-AMINO-3-FLUOROPYRIDINE
3-Fluoro-2-aminopyridine
3-FLUORO-PYRIDIN-2-YLAMINE
2-Amino-3-fluoropyridine97%
2-AMINO-3-FLUOROPYRIDINE 98%
2-AMino-3-fluoropyridine
[Molecular Formula]

C5H5FN2
[MDL Number]

MFCD04114135
[MOL File]

21717-95-3.mol
[Molecular Weight]

112.11
Chemical PropertiesBack Directory
[Appearance]

Light yellow Cryst
[Melting point ]

39-43℃
[Boiling point ]

110°C/65mmHg(lit.)
[density ]

1.257±0.06 g/cm3(Predicted)
[Fp ]

90℃
[storage temp. ]

Refrigerated.
[form ]

powder to crystal
[pka]

3.95±0.36(Predicted)
[color ]

White to Gray to Brown
[InChI]

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

WWEINXQNCAWBPD-UHFFFAOYSA-N
[SMILES]

C1(N)=NC=CC=C1F
[CAS DataBase Reference]

21717-95-3
Hazard InformationBack Directory
[Chemical Properties]

Light yellow Cryst
[Uses]

2-Amino-3-fluoropyridine is a reagent used in the synthesis of potent sigma-1 receptor antagonists and mu opioid receptor agonists for the treatment of neuropathic pain.
[Synthesis]

2-Amino-5-chloro-3-fluoropyridine

246847-98-3

2-Amino-3-fluoropyridine

21717-95-3

General procedure for the synthesis of 2-amino-3-fluoro-5-chloropyridine from 2-amino-3-fluoro-5-chloropyridine: 2-amino-3-fluoro-5-chloropyridine (50 g, 0.341 mol) and methanol (600 mL) were added to a 1000 mL single-necked round-bottomed flask, and stirred until completely dissolved. Ammonia (50 mL) and Pd/C catalyst (2.5 g, 23.5 mmol) were then added. The catalytic hydrogenation reaction was carried out under hydrogen atmosphere until the reaction was complete. After completion of the reaction, the Pd/C catalyst was removed by filtration and the filter cake was washed with methanol. The filtrate and washings were combined and concentrated under reduced pressure to give a white solid crude. The crude was dissolved in water (200 mL x 4) and extracted with ethyl acetate. The organic layer was collected, dried with anhydrous sodium sulfate and concentrated under reduced pressure. Finally, the concentrate was pulped with a small amount of petroleum ether and filtered to give 34.50 g of white crystal product in 90.20% yield.

[References]

[1] Patent: CN105669539, 2016, A. Location in patent: Paragraph 0061; 0062; 0063
Safety DataBack Directory
[Hazard Codes ]

T,Xi,Xn
[Risk Statements ]

36/37/38-36-22
[Safety Statements ]

26-36/37/39
[RIDADR ]

UN2811
[WGK Germany ]

3
[HazardClass ]

6.1
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-3-fluoropyridine(21717-95-3)1HNMR
2-Amino-3-fluoropyridine(21717-95-3)FT-IR
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