N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine

Name: N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 444731-75-3
Cat. No. CS-B0769
Purity≥97%
MDL No.MFCD12923006

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N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine|CS-B0769

Structure of 444731-75-3

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General Information

CAS No. 444731-75-3
Cat. No. CS-B0769
Purity ≥97%
MDL No. MFCD12923006
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₄ClN₅
Molecular Weight 287.75
Synonym(s) N-(2-Chloropyrimidin-4-YL)-N,2,3-trimethyl-2H-indazol-6-amine
SMILES CC1=C2C=CC(N(C3=NC(Cl)=NC=C3)C)=CC2=NN1C

Description

N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine features a sterically hindered indazolyl core paired with a chloropyrimidine handle, enabling efficient coupling in transition-metal-catalyzed cross-coupling reactions. This bench-stable scaffold integrates readily into kinase inhibitor architectures and other bioactive heterocycles.

Application

N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active heterocyclic scaffolds. The chloropyrimidine moiety facilitates nucleophilic substitution reactions, while the N-methylindazol-6-amine core provides enhanced metabolic stability and favorable binding interactions. Its bench-stable nature and compatibility with standard coupling protocols support reliable incorporation into drug discovery campaigns.

Synthesis

Route1
- In-stock
  
  444731-74-2
- 74-88-4
- ~89%
- In-stock
  
  444731-75-3
References
- US2008/293691 A1, ; Page/Page column 10 ;
Route2
- In-stock
  
  444731-74-2
- 616-38-6
- ~83%
- In-stock
  
  444731-75-3
References
- WO2007/64753 A2, ; Page/Page column 30 ;
Route3
- 74-88-4
- ~92%
- In-stock
  
  444731-75-3
References
- WO2007/64753 A2, ; Page/Page column 30 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.84
LogP 3.09302
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

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N-(2-Chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazol-6-amine

CAS No. 444731-75-3

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