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

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

CAS No. 23000-43-3
Cat. No. CS-W018697
Purity≥95%
MDL No.MFCD00661967

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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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4-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine|CS-W018697

Structure of 23000-43-3

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General Information

CAS No. 23000-43-3
Cat. No. CS-W018697
Purity ≥95%
MDL No. MFCD00661967
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClN₄
Molecular Weight 168.58
Synonym(s) 4-Chloro-1-methylpyrazolo[3,4-d]pyrimidine
SMILES CN1N=CC2=C(Cl)N=CN=C21

Description

4-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine is a heterocyclic building block featuring a chlorinated pyrazolopyrimidine core. This electron-deficient scaffold enables direct incorporation into kinase inhibitors and pharmaceutical intermediates, offering enhanced reactivity in cross-coupling transformations under mild conditions.

Application

4-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile building block for medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its electrophilic chlorine atom facilitates reliable functionalization under mild conditions, while the methylated pyrazolopyrimidine core exhibits excellent bench stability and compatibility with diverse reaction environments.

Synthesis

Route1
- In-stock
  
  5305-40-8
- 60-34-4
- ~92%
- In-stock
  
  23000-43-3
References
- Morrill, Christie; Babu, Suresh; Almstead, Neilg.; Moon, Young-Choon Synthesis (Germany), 2013 , vol. 45, # 13 art. no. SS-2013-C0248-OP, p. 1791 - 1806
Route2
- In-stock
  
  5334-56-5
- ~62%
- In-stock
  
  23000-43-3
References
- E. R. Squibb and Sons, Inc. Patent: US4124764 A1, 1978 ;
Route3
- 5399-92-8
- 74-88-4
- ~65%
- In-stock
  
  23000-43-3
- 959430-67-2
References
- US2007/281949 A1, ; Page/Page column 37 ;

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 43.6
LogP 1.0167
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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4-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

CAS No. 23000-43-3

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