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CS-W001157 4
Total: USD 88.00

4-Amino-3-bromoquinoline

  • CAS No. 36825-36-2

  • Cat. No. CS-W002562
  • Purity≥98%
  • MDL No.MFCD00234502

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

4-Amino-3-bromoquinoline|CS-W002562

Structure of 36825-36-2

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General Information

  • CAS No. 36825-36-2
  • Cat. No. CS-W002562
  • Purity ≥98%
  • MDL No. MFCD00234502
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) None
  • SMILES Brc1cnc2c(c1N)cccc2

Description

4-Amino-3-bromoquinoline features a fused quinoline core with complementary electron-donating and halogenated functional groups. This arrangement enables direct incorporation into cross-coupling reactions, offering efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

4-Amino-3-bromoquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo group. The amino functionality provides a handle for derivatization via acylation, alkylation, or diazotization, facilitating access to diverse quinoline-based scaffolds. Its bench-stable nature and compatibility with standard synthetic protocols make it suitable for iterative synthesis and scale-up in API development.

Synthesis

  • Route1

    References

    • Shinkai; Ito; Iida; Kitao; Yamada; Uchida Journal of Medicinal Chemistry, 2000 , vol. 43, # 24 p. 4667 - 4677
  • Route2

    References

    • Shinkai; Ito; Iida; Kitao; Yamada; Uchida Journal of Medicinal Chemistry, 2000 , vol. 43, # 24 p. 4667 - 4677
  • Route3

    References

    • Claus; Howitz Journal fuer Praktische Chemie (Leipzig), 1894 , vol. <2> 50, p. 239 Full Text Show Details Wenzel Monatshefte fuer Chemie, 1894 , vol. 15, p. 459 Full Text Show Details Claus; Frobenius Journal fuer Praktische Chemie (Leipzig), 1897 , vol. <2> 56, p. 192

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

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.5795
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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