| Identification | More | [Name]
3-Amino-2-bromopyridine | [CAS]
39856-58-1 | [Synonyms]
2-BROMO-3-AMINOPYRIDINE
2-BROMO-PYRIDIN-3-YLAMINE
2-BROMOPYRIDINE-3-AMINE
2-BROMO-PYRIDINEAMINE
3-AMINO-2-BROMOPYRIDINE
TIMTEC-BB SBB005539
2-Bromo-3-pyridinamine
2-bromopyridin-3-amine
2-BROMO-3-AMINOPYRIDINE,98+%
2-BROMO-3-PYRIDINEAMINE | [EINECS(EC#)]
626-782-9 | [Molecular Formula]
C5H5BrN2 | [MDL Number]
MFCD00234064 | [Molecular Weight]
173.01 | [MOL File]
39856-58-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
76-80 °C
| [Boiling point ]
292.5±20.0 °C(Predicted) | [density ]
1.710±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Powder | [pka]
1.72±0.10(Predicted) | [color ]
Beige to dark brown | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
HPLC | [BRN ]
109830 | [InChI]
1S/C5H5BrN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2 | [InChIKey]
HKDVVTLISGIPFE-UHFFFAOYSA-N | [SMILES]
Nc1cccnc1Br | [CAS DataBase Reference]
39856-58-1(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/39:Wear suitable protective clothing and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29333990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
Used in a palladium-catalyzed synthesis of indole systems containing fused medium- and large-ring heterocycles. pyrrole derivatives ahs been prepared using 3-Amino-2-bromopyridine. Used in P-C coupling reaction. | [Synthesis]
Preparation of Example S-1: 2-Bromo-3-nitropyridine (3 g, 15 mmol) was dissolved in a solvent mixture of tetrahydrofuran (15 mL) and water (5 mL), followed by the addition of iron powder (1 g, 18 mmol) and ammonium chloride (2 g, 37 mmol). The reaction mixture was stirred at 60°C to 70°C for 5 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was washed with brine and extracted with ethyl acetate. The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1:4) to afford 2-bromo-3-aminopyridine (2.6 g, 15 mmol, quantitative yield).1H-NMR (DMSO-d6) δ (ppm): 5.47 (2H, brs), 7.07-7.09 (2H, m), 7.54 (1H, dd, J=). 2.0,3.6Hz). | [References]
[1] Patent: EP1782811, 2007, A1. Location in patent: Page/Page column 63
[2] Patent: EP1669348, 2006, A1. Location in patent: Page/Page column 71
[3] Bulletin de la Societe Chimique de France, 1992, # 1, p. 79 - 84
[4] Journal of the Chemical Society, 1952, p. 2042,2044
[5] Tetrahedron, 2002, vol. 58, # 17, p. 3323 - 3328 |
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