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Methyl 5-chloroimidazo[1,5-a]pyridine-6-carboxylate

  • CAS No. 1168090-92-3

  • Cat. No. CS-0048984
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Methyl 5-chloroimidazo[1,5-a]pyridine-6-carboxylate|CS-0048984

Structure of 1168090-92-3

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General Information

  • CAS No. 1168090-92-3
  • Cat. No. CS-0048984
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂O₂
  • Molecular Weight 210.62
  • Synonym(s) Imidazo[1,5-a]pyridine-6-carboxylic acid, 5-chloro-, methyl ester
  • SMILES COC(=O)C1=C(Cl)N2C=NC=C2C=C1

Description

Methyl 5-chloroimidazo[1,5-a]pyridine-6-carboxylate features a chlorinated imidazopyridine core with a methyl ester at the C6 position, enabling direct integration into heterocyclic synthesis. The electron-deficient aromatic system facilitates nucleophilic substitution and metal-catalyzed coupling reactions. This bench-stable compound serves as a key intermediate for bioactive molecule development, particularly in kinase inhibitor scaffolds.

Application

Methyl 5-chloroimidazo[1,5-a]pyridine-6-carboxylate serves as a versatile building block for the synthesis of imidazo[1,5-a]pyridine derivatives, key scaffolds in medicinal chemistry. The chloro group at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to functionalized heterocycles relevant to drug discovery and process development.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.6
  • LogP   1.7743
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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