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CS-W001157 4
Total: USD 88.00

7-Bromo-2-chloroquinoline

  • CAS No. 99455-15-9

  • Cat. No. CS-W003330
  • Purity≥98%
  • MDL No.MFCD06738671

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

7-Bromo-2-chloroquinoline|CS-W003330

Structure of 99455-15-9

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General Information

  • CAS No. 99455-15-9
  • Cat. No. CS-W003330
  • Purity ≥98%
  • MDL No. MFCD06738671
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight 242.50
  • Synonym(s) 7-BROMO-2-CHLORO-QUINOLINE
  • SMILES Brc1ccc2c(c1)nc(cc2)Cl

Description

7-Bromo-2-chloroquinoline is a halogenated quinoline scaffold featuring complementary electrophilic sites at the 7-bromo and 2-chloro positions. This electron-deficient heterocycle facilitates transition metal-catalyzed cross-coupling reactions, enabling efficient construction of complex polycyclic architectures in medicinal chemistry and materials science applications.

Application

7-Bromo-2-chloroquinoline serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The orthogonal halogenation pattern enables selective functionalization via Pd-catalyzed coupling, with bromine typically reacting first under standard conditions. Its stability under routine reaction setups and compatibility with diverse transformations make it valuable for constructing complex quinoline-based scaffolds in API development and materials science.

Synthesis

  • Route1

    References

    • SANOFI-AVENTIS U.S. LLC Patent: WO2009/2955 A1, 2008 ; Location in patent: Page/Page column 10 ;
  • Route2
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      917341-34-5
    • ~%
    • In-stock
      7-Bromo-2-chloroquinoline|CS-W003330
      99455-15-9
    • In-stock
      5-Bromoquinolin-2(1H)-one|CS-0139906
      99465-09-5

    References

    • WO2008/71961 A1, ; Page/Page column 103 ; WO 2008/071961 A1
  • Route3

    References

    • WO2008/71961 A1, ; Page/Page column 103 ; WO 2008/071961 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.6507
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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