Methyl 5-chloro-1H-indazole-7-carboxylate

Name: Methyl 5-chloro-1H-indazole-7-carboxylate
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CAS No. 1260851-42-0
Cat. No. CS-0048989
Molecule weight210.62
Purity≥98%
MDL No.MFCD11975885

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Methyl 5-chloro-1H-indazole-7-carboxylate|CS-0048989

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General Information

CAS No. 1260851-42-0
Cat. No. CS-0048989
Purity ≥98%
MDL No. MFCD11975885
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClN₂O₂
Molecular Weight 210.62
Synonym(s) 5-Chloro-1H-indazole-7-carboxylic acid methyl ester
SMILES COC(=O)C1=C2NN=CC2=CC(Cl)=C1

Description

Methyl 5-chloro-1H-indazole-7-carboxylate features a chlorinated indazole core with a methyl ester at the C7 position, offering enhanced stability and solubility in organic solvents. This scaffold serves as a key building block for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

Methyl 5-chloro-1H-indazole-7-carboxylate serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and agrochemicals. The chloro group at the 5-position enables directed metalation and palladium-catalyzed cross-coupling reactions, while the ester functionality supports sequential transformations including hydrolysis, reduction, and amidation. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

Route1
- 79101-83-0
- ~71%
- In-stock
  
  1260851-42-0
References
- ALBANY MOLECULAR RESEARCH, INC.; GUZZO, Peter, R.; MANNING, David, D.; EARLY, William Patent: WO2011/8572 A2, 2011 ; Location in patent: Page/Page column 65 ; WO 2011/008572 A2

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 54.98
LogP 2.0029
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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Methyl 5-chloro-1H-indazole-7-carboxylate

CAS No. 1260851-42-0

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