7-Chloropyrazolo[1,5-a]pyrimidine

Name: 7-Chloropyrazolo[1,5-a]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 58347-49-2
Cat. No. CS-D1617
Purity≥98%
MDL No.MFCD04035684

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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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7-Chloropyrazolo[1,5-a]pyrimidine|CS-D1617

Structure of 58347-49-2

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General Information

CAS No. 58347-49-2
Cat. No. CS-D1617
Purity ≥98%
MDL No. MFCD04035684
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) pyrazolo[1,5-a]pyrimidine, 7-chloro-
SMILES ClC1=CC=NC2=CC=NN12

Description

7-Chloropyrazolo[1,5-a]pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-deficient core that facilitates targeted interactions in kinase inhibition and receptor modulation. This bench-stable compound integrates readily into diverse synthetic routes for bioactive molecule development.

Application

7-Chloropyrazolo[1,5-a]pyrimidine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its electron-deficient pyrimidine core facilitates nucleophilic substitution reactions, enabling efficient functionalization at the C7 position. The chloride substituent provides a reliable handle for cross-coupling and amination processes, supporting rapid diversification of scaffolds. Bench-stable and compatible with standard reaction conditions, it functions effectively in multi-step syntheses requiring moderate functional group tolerance.

Synthesis

Route1
- In-stock
  
  29274-23-5
- ~71%
- In-stock
  
  58347-49-2
References
- ALMIRALL, S.A.; BERNAL ANCHUELA, Francisco Javier; CARRASCAL RIERA, Marta; CATURLA JAVALOYES, Juan Francisco; GRACIA FERRER, Jordi; MATASSA, Victor Giulio; TERRICABRAS BELART, Emma; TALTAVULL MOLL, Joan; ERRA SOLA, Montserrat Patent: WO2012/146666 A1, 2012 ; Location in patent: Page/Page column 160 ; WO 2012/146666 A1
Route2
- In-stock
  
  57489-79-9
- ~%
- In-stock
  
  58347-49-2
References
- US2012/122838 A1, ; Page/Page column 80 ;

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 1.3827
H_Acceptors 3
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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7-Chloropyrazolo[1,5-a]pyrimidine

CAS No. 58347-49-2

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