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

Name: 5-Ethynyl-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1207351-15-2
Cat. No. CS-0371726
Molecule weightNone
Purity≥97%
MDL No.MFCD22187975

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Ethynyl-1H-pyrazolo[3,4-b]pyridine|CS-0371726

Structure of 1207351-15-2

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General Information

CAS No. 1207351-15-2
Cat. No. CS-0371726
Purity ≥97%
MDL No. MFCD22187975
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅N₃
Molecular Weight None
Synonym(s) 5-ethynyl-1H-pyrazolo[3,5-ethynyl-1H-pyrazolo[3,4-b]pyridine
SMILES C#CC1=CN=C(NN=C2)C2=C1

Description

5-Ethynyl-1H-pyrazolo[3,4-b]pyridine is a versatile heterocyclic scaffold featuring a terminal alkyne group that enables efficient copper-catalyzed click conjugation. The electron-deficient pyrazolopyridine core enhances reactivity in transition metal-coupling processes. This compound integrates readily into bioactive molecules and functional materials, offering robust stability under standard bench conditions.

Application

5-Ethynyl-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles via copper-catalyzed azide-alkyne cycloaddition (CuAAC). The terminal alkyne group exhibits high reactivity in click chemistry protocols, facilitating rapid assembly of triazole-linked scaffolds under mild conditions. Its stability and compatibility with diverse functional groups make it well-suited for modular synthesis workflows in API development and probe design.

Synthesis

Route1
- 1207351-08-3
- ~%
- In-stock
  
  1207351-15-2
References
- Ren, Xiaomei; Pan, Xiaofen; Zhang, Zhang; Wang, Deping; Lu, Xiaoyun; Li, Yupeng; Wen, Donghai; Long, Huoyou; Luo, Jinfeng; Feng, Yubing; Zhuang, Xiaoxi; Zhang, Fengxiang; Liu, Jianqi; Leng, Fang; Lang, Xingfen; Bai, Yang; She, Miaoqin; Tu, Zhengchao; Pan, Jingxuan; Ding, Ke Journal of Medicinal Chemistry, 2013 , vol. 56, # 3 p. 879 - 894
Route2
- In-stock
  
  875781-17-2
- ~%
- In-stock
  
  1207351-15-2
References
- Ren, Xiaomei; Pan, Xiaofen; Zhang, Zhang; Wang, Deping; Lu, Xiaoyun; Li, Yupeng; Wen, Donghai; Long, Huoyou; Luo, Jinfeng; Feng, Yubing; Zhuang, Xiaoxi; Zhang, Fengxiang; Liu, Jianqi; Leng, Fang; Lang, Xingfen; Bai, Yang; She, Miaoqin; Tu, Zhengchao; Pan, Jingxuan; Ding, Ke Journal of Medicinal Chemistry, 2013 , vol. 56, # 3 p. 879 - 894

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 0.9392
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Key Words

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

CAS No. 1207351-15-2

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