ChemicalBook > CAS DataBase List > 5-Bromo-2-nitropyridine

5-Bromo-2-nitropyridine

Product Name
5-Bromo-2-nitropyridine
CAS No.
39856-50-3
Chemical Name
5-Bromo-2-nitropyridine
Synonyms
2-NITRO-5-BROMOPYRIDINE;AKOS BBS-00001330;5-Bromo-2-nitropyrid;Risdiplam Impurity 8;3-BROMO-6-NITROPYRIDINE;5-BROMO-2-NITROPYRIDINE;5-Bromo-2-notropyridine;2-Nitro-5-borMopyridine;Palbociclib impurity A;Pyridine, 5-broMo-2-nitro-
CBNumber
CB1773370
Molecular Formula
C5H3BrN2O2
Formula Weight
202.99
MOL File
39856-50-3.mol
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5-Bromo-2-nitropyridine Property

Melting point:
148-150 °C (lit.)
Boiling point:
292.3±20.0 °C(Predicted)
Density 
1.833±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
-4.95±0.22(Predicted)
color 
White to yellow to beige powder or crystal or chunks
BRN 
120878
InChI
InChI=1S/C5H3BrN2O2/c6-4-1-2-5(7-3-4)8(9)10/h1-3H
InChIKey
ATXXLNCPVSUCNK-UHFFFAOYSA-N
SMILES
C1([N+]([O-])=O)=NC=C(Br)C=C1
CAS DataBase Reference
39856-50-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37
WGK Germany 
3
HazardClass 
IRRITANT
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
520411
Product name
5-Bromo-2-nitropyridine
Purity
99%
Packaging
5g
Price
$48.78
Updated
2025/07/31
TCI Chemical
Product number
B2766
Product name
5-Bromo-2-nitropyridine
Purity
>98.0%(GC)
Packaging
1g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
B2766
Product name
5-Bromo-2-nitropyridine
Purity
>98.0%(GC)
Packaging
5g
Price
$57
Updated
2025/07/31
TRC
Product number
B686180
Product name
5-Bromo-2-nitropyridine
Packaging
1g
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
021038
Product name
5-Bromo-2-nitropyridine
Purity
98%
Packaging
5g
Price
$11
Updated
2021/12/16
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5-Bromo-2-nitropyridine Chemical Properties,Usage,Production

Chemical Properties

Colorless solid

Uses

5-Bromo-2-nitropyridine is employed as a reagent in the synthesis of novel benzinidazoles, potent inhibitors of TIE-2 and VEGFR-2 Tyrosine (T899975) kinase receptors.

Preparation

5-Bromo-2-nitropyridine was prepared from the corresponding amine via hydrogen peroxide oxidation in large scale production. N-Bromosuccinimide (NBS) bromination of 2-aminopyridine in acetonitrile at 0-5 °C delivered 5-bromo-2- aminopyridine with good regioselectivity (>20:1). The brominated amino-pyridine was then reacted with the oxidant mixture, yielding 5-Bromo-2-nitropyridine after dilution with water and isopropanol[1].

Synthesis Reference(s)

[1] Agosti, Alessandro, et al. "Handling Hydrogen Peroxide Oxidations on a Large Scale: Synthesis of 5-Bromo-2-nitropyridine." Organic Process Research & Development 21.3(2017):451-459.

Synthesis

1072-97-5

39856-50-3

General steps for the synthesis of 5-bromo-2-nitropyridine from 2-amino-5-bromopyridine: Add 500L of glacial acetic acid and 150L of acetic acid in a 1000L autoclave, turn on the stirring and circulate the cooling water. When the mixture is homogeneous, slowly add 120 kg of 2-amino-5-bromopyridine and control the temperature at 20℃. After stirring for 30 minutes, 300 kg of peroxyacetic acid was slowly added dropwise. When the dropwise addition to the remaining about 50kg, observed that the temperature began to rise slowly, at this time to suspend the dropwise addition. After the temperature stabilized and stopped rising, the remaining peroxyacetic acid was added dropwise, and the temperature was kept at 30℃ throughout the process. After the dropwise addition was completed, the temperature was raised to 40°C and the reaction was kept at a constant temperature for 20 hours. After the reaction was completed, distillation was carried out under reduced pressure, and the distillation was stopped after about 600 L of acetic acid was evaporated. The remaining liquid was cooled to 25 °C, diluted by adding 500 L of water, and the pH was adjusted with 40% sodium hydroxide solution to 8. Subsequently, the mixture was cooled to -20 °C, filtered and dried to give 125 kg of crude product in 89.3% yield. After recrystallization, 120.5 kg of pure product was obtained in 86.1% yield.

References

[1] Patent: CN106187867, 2016, A. Location in patent: Paragraph 0035; 0044; 0045
[2] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 3, p. 467 - 479
[3] Patent: CN108558745, 2018, A. Location in patent: Paragraph 0023; 0024; 0025; 0026
[4] Patent: WO2008/62182, 2008, A1. Location in patent: Page/Page column 113
[5] Journal of Organic Chemistry, 2008, vol. 73, # 23, p. 9326 - 9333

5-Bromo-2-nitropyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Bromo-2-nitropyridine Suppliers

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View Lastest Price from 5-Bromo-2-nitropyridine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Bromo-2-nitropyridine 39856-50-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-30
Hebei Zhuanglai Chemical Trading Co Ltd
Product
5-Bromo-2-nitropyridine 39856-50-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-19
Henan Aochuang Chemical Co.,Ltd.
Product
5-Bromo-2-nitropyridine 39856-50-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29

39856-50-3, 5-Bromo-2-nitropyridineRelated Search:

5-Bromo-2-pyridinecarbonitrile 5-Chloro-2-bromo-3-nitropyridine 5-Bromo-2-nitropyridine 3-BROMO-5-NITROPYRIDINE,2-BROMO-5-NITROPYRIDINE ,98% 3-BROMO-2-HYDRAZINO-5-NITROPYRIDINE 3,5-DIBROMO-4-NITROPYRIDINE 2-CHLORO-3-BROMO-5-NITROPYRIDINE 4-AMINO-3-BROMO-5-NITROPYRIDINE 2,6-Dibromo-3-nitropyridine 4-BROMO-3-NITROPYRIDINE 3,5-DIBROMO-2-NITROPYRIDINE 3-AMINO-5-BROMO-2-NITROPYRIDINE 2-BROMO-4-NITROPYRIDINE N-OXIDE,2-BROMO-4-NITROPYRIDINE 1-OXIDE,2-BROMO-4-NITROPYRIDINE1N-OXIDE 3-BROMO-4-NITROPYRIDINE,3-BROMO-4-NITROPYRIDINE 97% 2-BROMO-4-NITROPYRIDINE 2-Methoxy-3-Bromo-5-Nitropyridine 2-Amino-3-bromo-5-nitropyridine 98%,2-AMINO-3-BROMO-5-NITROPYRIDINE 2,3-DIBROMO-5-NITRO PYRIDINE

  • AKOS BBS-00001330
  • 2-NITRO-5-BROMOPYRIDINE
  • 5-BROMO-2-NITROPYRIDINE
  • 3-BROMO-6-NITROPYRIDINE
  • 2-NITRO-5-BROMO PYRIDINE(5-BROMO-2-NITROPYRIDINE)
  • 5-BROMO-2-NITROPYRIDINE, 98+%
  • 3-Bromo-6-nitropyridine (5-Bromo-2-nitropyridine)
  • 5-Bromo-2-notropyridine
  • 5-Bromo-2-nitropyrid
  • 5-BroMo-2-nitropyridine, 99% 1GR
  • Pyridine, 5-broMo-2-nitro-
  • 2-Nitro-5-borMopyridine
  • 2-Nitro-5-broMopyridine, 98%, 98%
  • 2 - nitro - 5 - broMide pyridine
  • Palbociclib impurity A
  • 5-Bromo-2-nitropyridine 99%
  • 5-Bromo-2-nitropyridine &gt
  • 5-Bromo-2-nitropyridine ISO 9001：2015 REACH
  • 39856-50-3 5-Bromo-2-nitropyridine
  • 5-BROMO-2-NITROPYRIDINE Extra Pure
  • 5-Bromo-2-nitropyridine, 95%
  • Risdiplam Impurity 8
  • 39856-50-3
  • 39586-50-3
  • 2-NITRO-5-BROMO
  • 851607-56-6
  • C5H3N2O2Br
  • Pyridines
  • Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Bromopyridines
  • Halopyridines
  • Building Blocks
  • Heterocycle-Pyridine series
  • blocks
  • Bromides
  • Pyridines
  • Pyridine
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Organohalides
  • Bromopyridines
  • Halopyridines
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Pyridines derivates
  • 39856-50-3