ChemicalBook > CAS DataBase List > 5-Bromo-1H-indazole-3-carbonitrile

5-Bromo-1H-indazole-3-carbonitrile

Product Name
5-Bromo-1H-indazole-3-carbonitrile
CAS No.
201227-39-6
Chemical Name
5-Bromo-1H-indazole-3-carbonitrile
Synonyms
5-BROMO-3-CYANOINDAZOLE;5-Bromo-3-cyano-1H-indazole;5-Bromo-indazole-3-carbonitrile;3-Methyl-1H-indazole hydrochloride;5-BROMO-1H-INDAZOLE-3-CARBONITRILE;1H-INDAZOLE-3-CARBONITRILE, 5-BROMO-;5-BROMO-1H-INDAZOLE-3-CARBOXYNITRILE;5-Bromo-1H-indazole-3-carbonitrile 95+%
CBNumber
CB9190317
Molecular Formula
C8H4BrN3
Formula Weight
222.04
MOL File
201227-39-6.mol
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5-Bromo-1H-indazole-3-carbonitrile Property

Boiling point:
425.3±25.0 °C(Predicted)
Density 
1.85±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
9.61±0.40(Predicted)
Appearance
Off-white to yellow Solid
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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

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

TRC
Product number
M782780
Product name
3-methyl-2H-indazole
Packaging
100mg
Price
$60
Updated
2021/12/16
Usbiological
Product number
265735
Product name
5-Bromo-1H-indazole-3-carbonitrile
Packaging
100mg
Price
$379
Updated
2021/12/16
SynQuest Laboratories
Product number
3H37-9-X8
Product name
5-Bromo-1H-indazole-3-carbonitrile
Packaging
250mg
Price
$85
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB51079
Product name
5-Bromo-1H-indazole-3-carbonitrile
Packaging
100mg
Price
$120
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB51079
Product name
5-Bromo-1H-indazole-3-carbonitrile
Packaging
250mg
Price
$187.5
Updated
2021/12/16
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5-Bromo-1H-indazole-3-carbonitrile Chemical Properties,Usage,Production

Uses

5-Bromo-1H-indazole-3-carbonitrile is an organic compound that is often used as an intermediate in the synthesis of pharmaceuticals and bioactive molecules.

Synthesis

882855-95-0

201227-39-6

The general procedure for the synthesis of 5-bromo-1H-indazole-3-carbonitrile from 2-(2-amino-5-bromophenyl)acetonitrile is as follows: to a cooled solution of 2-(2-amino-5-bromophenyl)acetonitrile (11 g, 52 mmol) in concentrated hydrochloric acid (110 mL) was slowly added a solution of sodium nitrite (3.9 g, 57 mmol) in water (20 mL) at -50 °C. . After addition, the reaction mixture was stirred continuously at -50°C for 2 hours. Subsequently, the temperature of the mixture was raised to 0 °C, neutralized with 33% ammonium hydroxide solution and extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, washed with saturated sodium chloride solution (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting crude product was purified by column chromatography (100-200 mesh silica gel) with the eluent being a petroleum ether solution of 10% ethyl acetate. The eluate was collected to give the target product 5-bromo-3-cyanoindazole (7 g, 60% yield) as a solid. Its 1HNMR (CDCl3) data were as follows: δ 10.7 (br, 1H), 8.1 (s, 1H), 7.64 (d, 1H), 7.5 (d, 1H).

References

[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 8, p. 3611 - 3625
[2] Patent: US2011/111046, 2011, A1. Location in patent: Page/Page column 17
[3] Patent: WO2011/58473, 2011, A1. Location in patent: Page/Page column 35; 36

5-Bromo-1H-indazole-3-carbonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Bromo-1H-indazole-3-carbonitrile manufacturers

Career Henan Chemical Co
Product
5-Bromo-1H-indazole-3-carbonitrile 201227-39-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-08

201227-39-6, 5-Bromo-1H-indazole-3-carbonitrileRelated Search:

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