Pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Name: Pyrazolo[1,5-a]pyrimidine-3-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 25939-87-1
Cat. No. CS-0048739
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Pyrazolo[1,5-a]pyrimidine-3-carbonitrile|CS-0048739

Structure of 25939-87-1

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General Information

CAS No. 25939-87-1
Cat. No. CS-0048739
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄N₄
Molecular Weight 144.13
Synonym(s) None
SMILES N#CC1=C2N=CC=CN2N=C1

Description

Pyrazolo[1,5-a]pyrimidine-3-carbonitrile delivers a rigid, electron-deficient heterocyclic scaffold ideal for medicinal chemistry and materials science. This nitrogen-rich core integrates seamlessly into kinase inhibitors and organic semiconductors, offering enhanced stability and tunable electronic properties through functionalization at the carbonitrile group.

Application

Pyrazolo[1,5-a]pyrimidine-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of kinase inhibitors and other bioactive scaffolds. Its nitrile group provides high functional group tolerance and facilitates downstream transformations such as amidation or hydrolysis. The rigid, electron-deficient core enhances binding affinity in target-directed synthesis and supports robust performance in standard cross-coupling reactions.

Synthesis

Route1
- In-stock
  
  102-52-3
- 16617-46-2
- ~64%
- In-stock
  
  25939-87-1
References
- Maquestiau, A.; Taghret, H.; Eynde, J.-J. vanden Bulletin des Societes Chimiques Belges, 1992 , vol. 101, # 2 p. 131 - 136

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 53.98
LogP 0.60098
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Pyrazolo[1,5-a]pyrimidine-3-carbonitrile

CAS No. 25939-87-1

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