ChemicalBook > CAS DataBase List > 3-Bromo-4-methyl-5-nitropyridine

3-Bromo-4-methyl-5-nitropyridine

Product Name
3-Bromo-4-methyl-5-nitropyridine
CAS No.
69872-15-7
Chemical Name
3-Bromo-4-methyl-5-nitropyridine
Synonyms
3-Bromo-4-methy-5nitro-pyridine;3-Bromo-4-methyl-5-nitropyridine;4-Methyl-5-Bromo-3-Nitropyridine;Pyridine, 3-bromo-4-methyl-5-nitro-;3-Bromo-4-methyl-5-nitropyridine ISO 9001:2015 REACH
CBNumber
CB92516230
Molecular Formula
C6H5BrN2O2
Formula Weight
217.02
MOL File
69872-15-7.mol
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3-Bromo-4-methyl-5-nitropyridine Property

Melting point:
57-58℃
Boiling point:
269℃
Density 
1.709
Flash point:
116℃
storage temp. 
Sealed in dry,Room Temperature
pka
-0.51±0.28(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C6H5BrN2O2/c1-4-5(7)2-8-3-6(4)9(10)11/h2-3H,1H3
InChIKey
WFCIQRPATFRBOY-UHFFFAOYSA-N
SMILES
C1=NC=C([N+]([O-])=O)C(C)=C1Br
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B808055
Product name
3-Bromo-4-methyl-5-nitropyridine
Packaging
500mg
Price
$90
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB143819
Product name
3-Bromo-4-methyl-5-nitropyridine
Packaging
5G
Price
$250
Updated
2021/12/16
ChemScene
Product number
CS-W003806
Product name
3-Bromo-4-methyl-5-nitropyridine
Purity
97.61%
Packaging
25g
Price
$295
Updated
2021/12/16
Matrix Scientific
Product number
076300
Product name
3-Bromo-4-methyl-5-nitropyridine
Purity
95+%
Packaging
5g
Price
$373
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB143819
Product name
3-Bromo-4-methyl-5-nitropyridine
Packaging
10g
Price
$400
Updated
2021/12/16
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3-Bromo-4-methyl-5-nitropyridine Chemical Properties,Usage,Production

Uses

3-Bromo-4-methyl-5-nitropyridine is an intermediate used in the synthesis of 4-bromo-6-azaindole and other azaindole derivatives.

Synthesis

31872-63-6

105-53-3

69872-15-7

GENERAL STEPS: Diethyl malonate (3.84 mL, 25.3 mmol) was slowly added dropwise to a suspension of sodium hydride (1.01 g, 60% oil suspension, 25.3 mmol) in DMF (15 mL) at 0 °C and stirred for 30 min until gas escape ceased. Subsequently, 3-bromo-4-chloro-5-nitropyridine (3.00 g, 12.6 mmol) was slowly added and the resulting dark reddish brown solution was stirred for 1 hour at room temperature. Upon completion of the reaction, it was carefully quenched with water and the pH was adjusted to 1 with 1 N HCl. The aqueous phase was extracted with EtOAc (2 x 150 mL), the organic phases were combined and washed with deionized water (100 mL) and saturated saline, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was dissolved in 4N HCl (50 mL) and refluxed for 16 hours. The reaction mixture was cooled in an ice bath and neutralized with 50% NaOH solution to pH 7. The aqueous phase was again extracted with EtOAc (3 x 100 mL), the organic phases were combined and washed with saturated saline, dried over MgSO4, filtered and concentrated under reduced pressure to afford the target product 3-bromo-4-methyl-5-nitropyridine (94a, 1.90 g, 70% yield) as a yellow solid. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 8.94 (s, 1H), 8.97 (s, 1H), 2.65 (s, 3H).

References

[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2462 - 2471
[2] Patent: US2005/90529, 2005, A1. Location in patent: Page/Page column 82

3-Bromo-4-methyl-5-nitropyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Bromo-4-methyl-5-nitropyridine Suppliers

Pure Chemistry Scientific Inc.
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View Lastest Price from 3-Bromo-4-methyl-5-nitropyridine manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
3-Bromo-4-methyl-5-nitropyridine 69872-15-7
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-07-10
Shaanxi Dideu New Materials Co. Ltd
Product
3-Bromo-4-methyl-5-nitropyridine 69872-15-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-05-20
Dideu Industries Group Limited
Product
3-Bromo-4-methyl-5-nitropyridine 69872-15-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-09-22