Pyrazolo[2,3-a]pyrimidine

Name: Pyrazolo[2,3-a]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 274-71-5
Cat. No. CS-0044088
Molecule weight119.12
Purity≥98%
MDL No.MFCD10699580

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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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General Information

CAS No. 274-71-5
Cat. No. CS-0044088
Purity ≥98%
MDL No. MFCD10699580
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅N₃
Molecular Weight 119.12
Synonym(s) Pyrazolo[1,5-a]pyrimidine
SMILES C12=CC=NN1C=CC=N2

Description

Pyrazolo[2,3-a]pyrimidine delivers a rigid, electron-deficient heterocyclic scaffold ideal for constructing bioactive molecules. This fused ring system integrates seamlessly into kinase inhibitors and pharmaceutical intermediates, offering enhanced metabolic stability and predictable binding orientation in target-directed design.

Application

Pyrazolo[2,3-a]pyrimidine serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling rapid access to bioactive molecules through its favorable metabolic stability and ability to engage in diverse functionalization. The core structure exhibits robust bench stability and tolerates a range of substitution patterns, facilitating efficient synthesis of analogs via standard coupling protocols. Its compatibility with common protecting groups and versatility in transition-metal-catalyzed transformations make it a practical building block for API development and target-oriented synthesis.

Synthesis

Route1
- In-stock
  
  1820-80-0
- In-stock
  
  927-63-9
- ~65%
- In-stock
  
  274-71-5
References
- PFIZER INC.; NINKOVIC, Sacha; BRAGANZA, John Frederick; COLLINS, Michael Raymond; KATH, John Charles; LI, Hui; RICHTER, Daniel Tyler Patent: WO2010/16005 A1, 2010 ; Location in patent: Page/Page column 116 ; WO 2010/016005 A1
Route2
- 83724-91-8
- In-stock
  
  1225387-53-0
- ~%
- In-stock
  
  274-71-5
References
- Boehringer Mannheim GmbH Patent: US5334505 A1, 1994 ;

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 30.19
LogP 0.7293
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Pyrazolo[2,3-a]pyrimidine

CAS No. 274-71-5

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