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1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro-

Product Name
1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro-
CAS No.
1186608-83-2
Chemical Name
1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro-
Synonyms
SW-75;SWF-75;3-Bromo-5-nitropyrazolo[3,4-b]pyridine;3-bromo-5-nitro-2H-pyrazolo[3,4-b]pyridine;3-BroMo-5-nitro-1H-pyrazolo[3,4-b]pyridine;1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro-
CBNumber
CB42552820
Molecular Formula
C6H3BrN4O2
Formula Weight
243.02
MOL File
1186608-83-2.mol
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1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro- Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Off-white to light yellow Solid
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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

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

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

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B698050
Product name
3-Bromo-5-nitro-1h-pyrazolo[3,4-b]pyridine
Packaging
50mg
Price
$115
Updated
2021/12/16
AK Scientific
Product number
X9265
Product name
3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine
Packaging
250mg
Price
$150
Updated
2021/12/16
AK Scientific
Product number
X9265
Product name
3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine
Packaging
1g
Price
$301
Updated
2021/12/16
SynQuest Laboratories
Product number
4H55-9-17
Product name
3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine
Packaging
1g
Price
$375
Updated
2021/12/16
AK Scientific
Product number
X9265
Product name
3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine
Packaging
5g
Price
$1246
Updated
2021/12/16
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1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro- Chemical Properties,Usage,Production

Synthesis

63572-73-6

1186608-83-2

The general procedure for the synthesis of 3-bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine from 5-nitro-7-azaindazole was as follows: a 4N NaOH solution (5.12 mL, 20.5 mmol) was slowly added to a dioxane (30 mL) solution of 5-nitro-1H-pyrazolo[3,4-b]pyridine (0.84 g, 5.12 mmol) at 0 °C. ) solution, followed by dropwise addition of bromine (1.05 mL, 20.5 mmol). After removal of the ice bath, the reaction mixture was stirred at room temperature for 30 min. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate (100 mL) and the reaction was quenched with saturated aqueous Na2S2O3 solution (50 mL). The aqueous layer was further extracted with ethyl acetate (100 mL). The organic layers were combined, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using hexane/ethyl acetate (9:1, v/v) as eluent to afford 3-bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine (1.10 g, 88% yield) as solid.

References

[1] Patent: WO2011/25968, 2011, A1. Location in patent: Page/Page column 49
[2] Patent: WO2009/111279, 2009, A1. Location in patent: Page/Page column 96
[3] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 5, p. 342 - 347

1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro- Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-nitro- Suppliers

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