6-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Name: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 23002-51-9
Cat. No. CS-W018760
Purity≥96%
MDL No.MFCD10697157

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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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6-Chloro-1H-pyrazolo[3,4-d]pyrimidine|CS-W018760

Structure of 23002-51-9

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General Information

CAS No. 23002-51-9
Cat. No. CS-W018760
Purity ≥96%
MDL No. MFCD10697157
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₄
Molecular Weight 154.56
Synonym(s) 1H-pyrazolo[3,4-d]pyrimidine, 6-chloro-
SMILES ClC1=NC=C2C(NN=C2)=N1

Description

6-Chloro-1H-pyrazolo[3,4-d]pyrimidine is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 6-position, enabling direct functionalization in late-stage synthesis. This electron-deficient core integrates readily into kinase inhibitor architectures and serves as a key building block for bioactive molecules in medicinal chemistry.

Application

6-Chloro-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of pyrazolo[3,4-d]pyrimidine-based scaffolds. The chlorine atom at the C6 position facilitates nucleophilic substitution reactions with amines, thiols, and other soft nucleophiles, offering straightforward access to diverse derivatives. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for medicinal chemistry campaigns and API development.

Synthesis

Route1
- In-stock
  
  871254-61-4
- ~82%
- In-stock
  
  23002-51-9
References
- Ding, Qingjie; Jiang, Nan; Roberts, John Lawson Patent: US2005/277655 A1, 2005 ; Location in patent: Page/Page column 15 ;

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 54.46
LogP 1.0063
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Drug Discovery Cancer USP1

Key Words

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6-Chloro-1H-pyrazolo[3,4-d]pyrimidine

CAS No. 23002-51-9

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