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CS-W001157 4
Total: USD 88.00

4-Chloro-3-methylquinoline

  • CAS No. 63136-60-7

  • Cat. No. CS-0153475
  • Purity≥95%
  • MDL No.MFCD09264040

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

4-Chloro-3-methylquinoline|CS-0153475

Structure of 63136-60-7

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General Information

  • CAS No. 63136-60-7
  • Cat. No. CS-0153475
  • Purity ≥95%
  • MDL No. MFCD09264040
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClN
  • Molecular Weight None
  • Synonym(s) None
  • SMILES CC1=C(C2=CC=CC=C2N=C1)Cl

Description

4-Chloro-3-methylquinoline is a heterocyclic compound featuring a quinoline core with chlorine and methyl substituents at the 4- and 3-positions, respectively. This configuration imparts electron-deficient character and enhanced stability under standard conditions. The molecule integrates readily into transition metal-catalyzed coupling reactions and serves as a key scaffold in medicinal chemistry for kinase inhibitors and bioactive alkaloid analogs.

Application

4-Chloro-3-methylquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic site at the 4-chloro position. The 3-methyl group enhances electronic modulation and provides steric control during functionalization. This scaffold exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating efficient synthesis of quinoline-based pharmaceuticals and kinase inhibitors through established coupling protocols.

Synthesis

  • Route1
    • 3-Methylquinolin-4-ol|CS-0503749
      64965-46-4
    • ~85%
    • In-stock
      4-Chloro-3-methylquinoline|CS-0153475
      63136-60-7

    References

    • Hoeglund, Iisa P. J.; Silver, Satu; Engstroem, Mia T.; Salo, Harri; Tauber, Andrei; Kyyroenen, Hanna-Kaisa; Saarenketo, Pauli; Hoffren, Anna-Marja; Kokko, Kurt; Pohjanoksa, Katariina; Sallinen, Jukka; Savola, Juha-Matti; Wurster, Siegfried; Kallatsa, Oili A. Journal of Medicinal Chemistry, 2006 , vol. 49, # 21 p. 6351 - 6363
  • Route2
    • 4-Hydroxy-3-methyl-2-quinolinecarboxylic acid|CS-0539616
      858488-66-1
    • ~%
    • In-stock
      4-Chloro-3-methylquinoline|CS-0153475
      63136-60-7

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 21 p. 6351 - 6363
  • Route3
    • Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate|CS-0169578
      219949-95-8
    • ~%
    • In-stock
      4-Chloro-3-methylquinoline|CS-0153475
      63136-60-7

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 21 p. 6351 - 6363

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   12.89
  • LogP   3.19662
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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