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
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
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.
N-Bromosuccinimide Price
- 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
- Product number
- B693598
- Product name
- 5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B693598
- Product name
- 5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine
- Packaging
- 250mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 059426
- Product name
- 5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
- Packaging
- 1g
- Price
- $59
- Updated
- 2021/12/16
- Product number
- AK-27431
- Product name
- 5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine
- Purity
- 98%
- Packaging
- 25g
- Price
- $598
- Updated
- 2021/12/16
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
- 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
- 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