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Methyl 4-chloroquinoline-6-carboxylate

  • CAS No. 648449-01-8

  • Cat. No. CS-0045044
  • Purity≥97%
  • MDL No.MFCD20488901

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

Methyl 4-chloroquinoline-6-carboxylate|CS-0045044

Structure of 648449-01-8

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General Information

  • CAS No. 648449-01-8
  • Cat. No. CS-0045044
  • Purity ≥97%
  • MDL No. MFCD20488901
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈ClNO₂
  • Molecular Weight 221.64
  • Synonym(s) 6-Quinolinecarboxylic acid, 4-chloro-, Methyl ester
  • SMILES O=C(C1=CC=C2N=CC=C(Cl)C2=C1)OC

Description

Methyl 4-chloroquinoline-6-carboxylate features a quinoline core with strategic chloro and ester functionalities, enabling direct incorporation into pharmaceutical scaffolds. The electron-deficient heterocycle facilitates cross-coupling reactions under standard conditions, while the methyl ester group offers tunable reactivity for downstream derivatization. This bench-stable compound serves as a key intermediate in synthetic routes targeting bioactive molecules.

Application

Methyl 4-chloroquinoline-6-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through palladium-catalyzed cross-coupling reactions. The chloro group at the 4-position facilitates nucleophilic substitution, while the methyl ester supports selective reduction or hydrolysis. Its bench-stable nature and compatibility with diverse functional groups make it ideal for modular synthesis of bioactive compounds and API intermediates.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   2.6748
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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