3-Bromo-4-cyanopyridine
- Product Name
- 3-Bromo-4-cyanopyridine
- CAS No.
- 13958-98-0
- Chemical Name
- 3-Bromo-4-cyanopyridine
- Synonyms
- 3-BROMO-4-CYANOPYRIDINE;3-Bromoisonicotinonitrile;3-Bromo-4-cyanopyridine,95%;3-Bromopyridin-4-carbonitrile;3-bromo-4-pyridinecarbonitrile;3-BROMOPYRIDINE-4-CARBONITRILE;4-Pyridinecarbonitrile,3-bromo-;2-Chloro-3-fluoro-1-nitrobenzene;3-bromoisonicotinonitrile(SALTDATA: FREE);3-Bromo-4-cyanopyridine ISO 9001：2015 REACH
- CBNumber
- CB8461719
- Molecular Formula
- C6H3BrN2
- Formula Weight
- 183.01
- MOL File
- 13958-98-0.mol
3-Bromo-4-cyanopyridine Property
- Melting point:
- 92-94℃
- Boiling point:
- 267.5±25.0 °C(Predicted)
- Density
- 1.72±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- pka
- -0.48±0.18(Predicted)
- color
- White to Gray to Brown
- CAS DataBase Reference
- 13958-98-0(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B5215
- Product name
- 3-Bromo-4-cyanopyridine
- Purity
- >96.0%(GC)
- Packaging
- 1g
- Price
- $166
- Updated
- 2025/07/31
- Product number
- B682740
- Product name
- 3-Bromo-4-cyanopyridine
- Packaging
- 250mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- HCH0012281
- Product name
- 3-BROMO-4-CYANO PYRIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1158.7
- Updated
- 2021/12/16
- Product number
- 072134
- Product name
- 3-Bromo-4-cyanopyridine
- Purity
- 95+%
- Packaging
- 5g
- Price
- $194
- Updated
- 2021/12/16
- Product number
- J93570
- Product name
- 3-Bromo-4-cyanopyridine
- Packaging
- 10g
- Price
- $280
- Updated
- 2021/12/16
3-Bromo-4-cyanopyridine Chemical Properties,Usage,Production
Uses
3-Bromo-4-cyanopyridine is used in the synthesis of nicotinic receptor ligands which have application towards diseases such as nicotinic addiction,, neurodegenerative and cognitive disorders. It is al so used in the synthesis of orally bioavailable cannabinoid receptor 2 agonists for use as analgesic and anti-inflammatory agents.
Synthesis
13958-99-1
13958-98-0
3-Bromopyridine-4-carboxamide (687 mg, 3.4 mmol) was used as a raw material and was slowly added to phosphoryl chloride (5.0 mL) at 0 °C. The reaction mixture was then stirred under reflux conditions for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice (100 g) under stirring and neutralized with 5 M aqueous sodium hydroxide solution (60 mL). The neutralized mixture was extracted with ether (2 x 50 mL). The organic layers were combined and sequentially washed with saturated aqueous sodium bicarbonate solution, treated with activated carbon and filtered. Subsequently, the solvent was removed by evaporation to give the crude product. The crude product was purified by recrystallization from petroleum ether to afford the target compound 3-bromo-4-cyanopyridine (292 mg, 42% yield) as an off-white powder. The product characterization data were as follows: melting point 79-81 °C (literature value 96.6-98.2 °C); 1H NMR (CDCl3) δ 7.53 (1H, d, J = 4.9 Hz, 5-H), 8.69 (1H, d, J = 4.9 Hz, 6-H), 8.92 (1H, s, 2-H); 13C NMR (CDCl3) (HSQC/HMBC ) δ 114.79 (C≡N), 122.14 (4-C), 124.17 (3-C), 126.75 (5-C), 148.76 (6-C), 152.69 (2-C); MS (ESI) m/z 182.9552 (M + H) (C6H4N2 79Br) Theoretical value 182.9541.
References
[1] Organic Preparations and Procedures International, 1997, vol. 29, # 5, p. 577 - 579
[2] Patent: WO2014/87165, 2014, A1. Location in patent: Page/Page column 132
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3013 - 3032
[4] Patent: US2013/217705, 2013, A1. Location in patent: Paragraph 0184; 0185
3-Bromo-4-cyanopyridine Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-Bromo-4-cyanopyridine manufacturers
- Product
- 3-Bromo-4-cyanopyridine 13958-98-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-13
- Product
- 3-Bromo-4-cyanopyridine 13958-98-0
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-19