| Identification | Back 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 Properties | Back 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 Information | Back 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]
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 |
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