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Cas Database |
| Name |
5-Amino-2-fluoropyridine |
EINECS | 675-011-2 |
| CAS No. | 1827-27-6 | Density | 1.257 g/cm3 |
| PSA | 38.91000 | LogP | 1.38410 |
| Solubility | N/A | Melting Point |
86-87 °C |
| Formula | C5H5FN2 | Boiling Point | 264 °C at 760 mmHg |
| Molecular Weight | 112.107 | Flash Point | 113.5 °C |
| Transport Information | N/A | Appearance | light yellow cryst |
| Safety | 26-36/37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Pyridine,5-amino-2-fluoro- (7CI,8CI);3-Amino-6-fluoropyridine;6-Fluoropyridin-3-amine;6-Fluoropyridin-3-ylamine;2-fluoropyridin-5-amine; |
Article Data | 15 |
5-Amino-2-fluoropyridine Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; sodium sulfate; palladium on activated charcoal In toluene | 94% |
| With 5%-palladium/activated carbon; hydrogen; sodium sulfate In toluene for 15h; | 75% |
| With hydrogen; nickel In ethyl acetate | 70% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 84 percent / KF / dimethylsulfoxide / 18 h / 70 °C 2: 70 percent / H2 / Raney Ni / ethyl acetate View Scheme | |
| Multi-step reaction with 2 steps 1: potassium fluoride / acetonitrile 2: palladium-carbon / ethanol View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 83 percent / CsF / various solvent(s) / 18 h / 130 °C 2: 94 percent / H2, Na2SO4 / 5percent Pd/C / toluene View Scheme |
- 1827-27-6
2-fluoro-5-aminopyridine
- 87-13-8
diethyl 2-ethoxymethylenemalonate
- 1093114-31-8
2-(6-fluoro-3-pyridyl)-aminomethylene-malonic acid diethyl ester
| Conditions | Yield |
|---|---|
| at 120℃; for 3h; | 100% |
- 24424-99-5
di-tert-butyl dicarbonate
- 1827-27-6
2-fluoro-5-aminopyridine
- 171178-41-9
(6-fluoro-pyridin-3-yl)-carbamic acid, tert-butyl ester
| Conditions | Yield |
|---|---|
| In tert-butyl alcohol at 40℃; for 4h; | 96% |
| In hexane; tert-butyl alcohol at -15 - 40℃; for 22h; | 96% |
| In tert-butyl alcohol at -18 - 40℃; for 22h; | 96% |
- 1827-27-6
2-fluoro-5-aminopyridine
| Conditions | Yield |
|---|---|
| With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 18h; | 96% |
- 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
- 1827-27-6
2-fluoro-5-aminopyridine
| Conditions | Yield |
|---|---|
| In diethyl ether for 10h; Reflux; Inert atmosphere; | 95% |
| In methanol at 60℃; Inert atmosphere; | 90% |
- 1827-27-6
2-fluoro-5-aminopyridine
- 17341-93-4
2,2,2-Trichloroethyl chloroformate
- 1143578-58-8
2,2,2-trichloroethyl (6-fluoropyridin-3-yl)carbamate
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran at 0℃; for 1h; | 92% |
| With pyridine In acetonitrile at 0 - 20℃; for 1h; | 83% |
| Conditions | Yield |
|---|---|
| Stage #1: ammonium thiocyanate With benzoyl chloride In acetone for 0.25h; Reflux; Stage #2: 2-fluoro-5-aminopyridine In acetone at 40℃; for 1.5h; Stage #3: With sodium hydroxide at 60℃; for 2.5h; | 91% |
5-Amino-2-fluoropyridine Specification
The 5-Amino-2-fluoropyridine is an organic compound with the formula C5H5FN2. The IUPAC name of this chemical is 6-fluoropyridin-3-amine. With the CAS registry number 1827-27-6, it is also named as 2-Fluoro-5-aminopyridine. The product's categories are Fluorin-contained Pyridine Series; Pyridine; Pharmacetical; Pyridine Series; Pyridines; Boronic Acid.
Physical properties about 5-Amino-2-fluoropyridine are: (1)ACD/LogP: 0.26; (2)#H bond acceptors: 2; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 1; (5)Polar Surface Area: 16.13 Å2; (6)Index of Refraction: 1.554; (7)Molar Refractivity: 28.57 cm3; (8)Molar Volume: 89.1 cm3; (9)Polarizability: 11.32×10-24cm3; (10)Surface Tension: 47.7 dyne/cm; (11)Density: 1.257 g/cm3; (12)Flash Point: 113.5 °C; (13)Enthalpy of Vaporization: 50.19 kJ/mol; (14)Boiling Point: 264 °C at 760 mmHg; (15)Vapour Pressure: 0.00994 mmHg at 25°C.
Preparation: this chemical can be prepared by 2-fluoro-5-nitro-pyridine. This reaction will need reagent H2, Na2SO4, catalyst 5percent Pd/C and solvent toluene. The yield is about 94%.
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Uses of 5-Amino-2-fluoropyridine: it can be used to produce (6-fluoro-pyridin-3-yl)-carbamic acid tert-butyl ester by heating. It will need solvent 1,2-dichloro-ethane with reaction time of 16 hours. The yield is about 88%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(ncc1N)F
(2)InChI: InChI=1/C5H5FN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
(3)InChIKey: YTHMOBMZVVFNBE-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C5H5FN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
(5)Std. InChIKey: YTHMOBMZVVFNBE-UHFFFAOYSA-N
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