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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
Molecular Weight:
202.99
MDL Number:
MFCD00160411
MOL File:
39856-50-3.mol
MSDS File:
SDS
Last updated:2025-09-09 10:27:52
Product description Number Pack Size Price
5-Bromo-2-nitropyridine 99% 520411 5g $48.78
5-Bromo-2-nitropyridine >98.0%(GC) B2766 1g $20
5-Bromo-2-nitropyridine >98.0%(GC) B2766 5g $57
5-Bromo-2-nitropyridine B686180 1g $45
2-NITRO-5-BROMO PYRIDINE 95.00% HCH0020190 5G $782.76
More product size

5-Bromo-2-nitropyridine Properties

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  3
HazardClass  IRRITANT
PackingGroup  III
HS Code  29339900
NFPA 704
1
2 0

5-Bromo-2-nitropyridine price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 520411 5-Bromo-2-nitropyridine 99% 39856-50-3 5g $48.78 2025-07-31 Buy
TCI Chemical B2766 5-Bromo-2-nitropyridine >98.0%(GC) 39856-50-3 1g $20 2025-07-31 Buy
TCI Chemical B2766 5-Bromo-2-nitropyridine >98.0%(GC) 39856-50-3 5g $57 2025-07-31 Buy
TRC B686180 5-Bromo-2-nitropyridine 39856-50-3 1g $45 2021-12-16 Buy
American Custom Chemicals Corporation HCH0020190 2-NITRO-5-BROMO PYRIDINE 95.00% 39856-50-3 5G $782.76 2021-12-16 Buy
Product number Packaging Price Buy
520411 5g $48.78 Buy
B2766 1g $20 Buy
B2766 5g $57 Buy
B686180 1g $45 Buy
HCH0020190 5G $782.76 Buy

5-Bromo-2-nitropyridine Chemical Properties,Uses,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].
5-Bromo-2-nitropyridine

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

2-Amino-5-bromopyridine

1072-97-5

5-Bromo-2-nitropyridine

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

1072-97-5
39856-50-3
Synthesis of 5-Bromo-2-nitropyridine from 2-Amino-5-bromopyridine
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View Lastest Price from 5-Bromo-2-nitropyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromo-2-nitropyridine pictures 2025-10-17 5-Bromo-2-nitropyridine
39856-50-3
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
5-Bromo-2-nitropyridine pictures 2025-10-17 5-Bromo-2-nitropyridine
39856-50-3
US $0.00 / gm 100gm 99%min 100kgs Shanghai Yongzeng Technology Co.,Ltd
5-Bromo-2-nitropyridine pictures 2025-09-25 5-Bromo-2-nitropyridine
39856-50-3
US $31.00-1.20 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
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 > 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