ChemicalBook > CAS DataBase List > 5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine

5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine

Product Name
5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
CAS No.
875781-18-3
Chemical Name
5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
Synonyms
AC1Q25BJ;5-broMo-3-iodo-1H-pyrazolo[3;5-Bromo-3-iodo-1H-pyrazol...;5-bromo-3-iodo-1H-pyrazolo[5,4-b]pyridine;2-bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine ;5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine;5-broMo-3-iodo-1H-pyrazolo[3,4-b]pyrazine;3-iodo-5-broMo-1H-pyrazolo[3,4-b]pyridine;5-bromo-3-iodo-2H-pyrazolo[3,4-b]pyridine;1H-Pyrazolo[3,4-b]pyridine,5-bromo-3-iodo-
CBNumber
CB01856145
Molecular Formula
C6H3BrIN3
Formula Weight
323.92
MOL File
875781-18-3.mol
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5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine Property

Boiling point:
409.1±40.0 °C(Predicted)
Density 
2.559
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
pka
6.70±0.40(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C6H3BrIN3/c7-3-1-4-5(8)10-11-6(4)9-2-3/h1-2H,(H,9,10,11)
InChIKey
ZBPXFBHBTCYAQS-UHFFFAOYSA-N
SMILES
C12NN=C(I)C1=CC(Br)=CN=2
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HazardClass 
IRRITANT
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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

Sigma-Aldrich
Product number
ADE000065
Product name
5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
Purity
Aldrich
Packaging
1g
Price
$817
Updated
2025/07/31
TRC
Product number
B693598
Product name
5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
B693598
Product name
5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine
Packaging
250mg
Price
$50
Updated
2021/12/16
Ark Pharm
Product number
AK-27431
Product name
5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
Purity
98%
Packaging
250mg
Price
$28
Updated
2021/12/16
Matrix Scientific
Product number
059426
Product name
5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
Packaging
1g
Price
$59
Updated
2021/12/16
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5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine Chemical Properties,Usage,Production

Synthesis

875781-17-2

875781-18-3

General procedure for the synthesis of 5-bromo-3-iodo-1H-pyrazolo[3,4-B]pyrimidines (IV-A-I) from 5-bromo-1H-pyrazolo[3,4-B]pyridines: to a stirred solution of 5-bromo-1H-pyrazolo[3,4-B]pyridines (III-A-1) (1g, 5.05mmol) in DMF (14mL) was added in one go crushed KOH pellets (1.06 g, 19.03 mmol). after 11 min, I2 (1.15 g, 4.54 mmol) was added and the mixture was stirred vigorously for 3.5 h. The mixture was then partially purified in vacuo. The mixture was then partially concentrated in vacuo, diluted with EtOAc (40 mL) and saturated NaHCO3 solution (20 mL) and partitioned. The aqueous layer was extracted with EtOAc (2 x 20 mL). The combined organic layers were dried (MgSO4), filtered and concentrated to give a 1:1 mixture of III-A-1 and IV-A-1 (1.377 g). The mixture was redissolved in 1,4-dioxane (14 mL) and treated with solid NaOH (0.7 g). The mixture was stirred at room temperature for 5 min and I2 (0.7 g) was added. The mixture was stirred at 40 °C for 23 h. The mixture was diluted with EtOAc (50 mL) and washed with saturated aqueous Na2S2O3 (30 mL). The aqueous layer was extracted with EtOAc (2 x 30 mL), and the combined organic extracts were dried (MgSO4), filtered and concentrated to afford 5-bromo-3-iodo-1H-pyrazolo[3,4-B]pyrimidine (IV-A-I) (1.585 g, 97%).1H NMR (400 MHz; CDCl3) δ 7.94 (d, J=2.1 Hz, 1H) 8.55 (d, J=2.1Hz, 1H), 10.85 (brs, 1H, NH).

References

[1] Patent: WO2010/15803, 2010, A1. Location in patent: Page/Page column 43
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2513 - 2529
[3] Patent: WO2016/26078, 2016, A1. Location in patent: Paragraph 065
[4] Patent: WO2016/192063, 2016, A1. Location in patent: Paragraph 0112; 0115; 0116
[5] Patent: WO2017/28314, 2017, A1. Location in patent: Paragraph 0125

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

Raw materials

Preparation Products

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View Lastest Price from 5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine manufacturers

Dideu Industries Group Limited
Product
5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine 875781-18-3
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-12-01
Career Henan Chemical Co
Product
5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine 875781-18-3
Price
US $1.00/g
Min. Order
100g
Purity
99%
Supply Ability
G/KG/T
Release date
2019-12-20

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