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CAS No.: | 39856-58-1 |
---|---|
Name: | 3-Amino-2-bromopyridine |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C5H5BrN2 |
Molecular Weight: | 173.012 |
Synonyms: | 2-bromopyridin-3-amine;2-bromo-pyridin-3-ylamine;2-Bromo-3-aminopyridine; |
EINECS: | -0 |
Density: | 1.71 g/cm3 |
Melting Point: | 76-80 °C |
Boiling Point: | 292.5 °C at 760 mmHg |
Flash Point: | 130.7 °C |
Solubility: | Slightly soluble in water. |
Appearance: | Light yellow Cryst. |
Hazard Symbols: | Xi, Xn |
Risk Codes: | 22-37/38-41-36/37/38 |
Safety: | 26-36/39-37/39 |
Transport Information: | UN 2811 6.1/PG 3 |
PSA: | 38.91000 |
LogP: | 2.00750 |
2-bromo-3-nitropyridine
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
With iron; ammonium chloride In tetrahydrofuran; water at 60 - 70℃; for 5h; | 100% |
With aluminum (III) chloride; iron In tetrahydrofuran; water | 100% |
With iron; acetic acid for 2h; Heating; | 66% |
With iron; acetic acid at 100℃; | |
With iron In acetic acid |
2-bromonicotinamide
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
With sodium hydroxide; bromine In water 1) 0.5 hr, rt; 2) 3hr, 80 deg C; | 75% |
pyridin-3-ylamine
A
6-bromopyridine-3-amine
B
3-amino-2-bromopyridine
C
2,6-dibromo-3-aminopyridine
Conditions | Yield |
---|---|
With N-Bromosuccinimide In methanol at 20℃; for 144h; | A 6 % Spectr. B 43% C 20 % Spectr. |
With N-Bromosuccinimide In acetonitrile at 20℃; for 24h; | A 32 % Spectr. B 40 % Spectr. C 14 % Spectr. |
pyridin-3-ylamine
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
With N-Bromosuccinimide In acetonitrile at 20℃; for 20h; | 12% |
With D-glucose; Escherichia coli flavin reductase; Bacillus megaterium glucose dehydrogenase; Lechevalieria aerocolonigenes tryptophan-7-halogenase; flavin adenine dinucleotide; NADH In aq. phosphate buffer; isopropyl alcohol pH=7.4; Enzymatic reaction; |
2-amino-3-nitropyridine
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: HBr 47 percent; NaNO2 1.2: CuBr 2.1: Fe / acetic acid View Scheme |
2-hydroxy-3-nitropyridine
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bromine; phosphorus (III)-bromide / 100 °C 2: iron-turnings; acetic acid / 100 °C View Scheme |
pyridin-3-ylamine
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
In trifluoroacetic acid |
Conditions | Yield |
---|---|
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 110℃; for 6h; Sealed tube; | 99% |
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 110℃; for 6h; Sealed tube; | 99% |
With 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃; for 17h; Cross-coupling; | 64% |
With sodium t-butanolate; 1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃; for 14h; | 36.6% |
Stage #1: 3-amino-2-bromopyridine With copper(l) iodide; palladium 10% on activated carbon; caesium carbonate; triphenylphosphine at 20℃; for 0.25h; Inert atmosphere; Stage #2: iodobenzene at 95 - 100℃; for 2.5h; Inert atmosphere; |
3-amino-2-bromopyridine
tert-butyl [(2S)-1-{[tert-butyl(diphenyl)silyl]oxy}but-3-yn-2-yl]carbamate
tert-butyl [(2S)-4-(3-aminopyridin-2-yl)-1-{[tert-butyl(diphenyI)silyl]oxy}but-3-yn-2-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: 3-amino-2-bromopyridine; tert-butyl [(2S)-1-{[tert-butyl(diphenyl)silyl]oxy}but-3-yn-2-yl]carbamate With triethylamine; bis-triphenylphosphine-palladium(II) chloride In acetonitrile at 20℃; for 0.0833333h; Stage #2: With copper(l) iodide In acetonitrile at 52℃; for 4.5h; Inert atmosphere; | 99% |
3-amino-2-bromopyridine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane at 120℃; for 0.5h; Inert atmosphere; | 99% |
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The 3-Amino-2-bromopyridine is an organic compound with the formula C5H5BrN2. The IUPAC name of this chemical is 2-bromopyridin-3-amine. With the CAS registry number 39856-58-1, it is also named as 3-Pyridinamine, 2-bromo-. The product's categories are Pyridine Series; Amines; Pyridines; Pyridine; Bromopyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Amino-pyridine Series. Besides, it should be stored in a closed cool and dry place.
Physical properties about 3-Amino-2-bromopyridine are: (1)ACD/LogP: 1.27; (2)ACD/LogD (pH 5.5): 1.27; (3)ACD/LogD (pH 7.4): 1.27; (4)ACD/BCF (pH 5.5): 5.45; (5)ACD/BCF (pH 7.4): 5.46; (6)ACD/KOC (pH 5.5): 117.22; (7)ACD/KOC (pH 7.4): 117.24; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 16.13 Å2; (12)Index of Refraction: 1.636; (13)Molar Refractivity: 36.27 cm3; (14)Molar Volume: 101.1 cm3; (15)Polarizability: 14.37×10-24cm3; (16)Surface Tension: 56.9 dyne/cm; (17)Density: 1.71 g/cm3; (18)Flash Point: 130.7 °C; (19)Enthalpy of Vaporization: 53.2 kJ/mol; (20)Boiling Point: 292.5 °C at 760 mmHg; (21)Vapour Pressure: 0.00182 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ncccc1N
(2)InChI: InChI=1/C5H5BrN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(3)InChIKey: HKDVVTLISGIPFE-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C5H5BrN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(5)Std. InChIKey: HKDVVTLISGIPFE-UHFFFAOYSA-N