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CS-W001157 4
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2-Bromo-4-methoxypyridin-3-amine

  • CAS No. 109613-97-0

  • Cat. No. CS-0018837
  • Purity≥95%
  • MDL No.MFCD11044243

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

2-Bromo-4-methoxypyridin-3-amine|CS-0018837

Structure of 109613-97-0

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General Information

  • CAS No. 109613-97-0
  • Cat. No. CS-0018837
  • Purity ≥95%
  • MDL No. MFCD11044243
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O
  • Molecular Weight 203.04
  • Synonym(s) (2-Bromo-4-methoxypyridin-3-yl)amine; 2-Bromo-4-methoxypyridin-3-amine; 3-Amino-2-bromo-4-methoxypyridine
  • SMILES NC1=C(OC)C=CN=C1Br

Description

2-Bromo-4-methoxypyridin-3-amine features a pyridine core bearing bromo, methoxy, and amino groups at the 2-, 4-, and 3-positions respectively, enabling selective coupling in cross-coupling reactions. The electron-rich aromatic system supports efficient palladium-catalyzed transformations, while the methoxy group enhances solubility and modulates reactivity. This bench-stable intermediate facilitates rapid access to complex heterocyclic scaffolds in medicinal chemistry.

Application

2-Bromo-4-methoxypyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide and nucleophilic amine functionality. The methoxy group enhances solubility and modulates electronic properties, while the compound exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating efficient synthesis of pyridine-based scaffolds.

Synthesis

  • Route1

    References

    • SANOFI; CHOI-SLEDESKI, Yong Mi; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng Patent: WO2011/78984 A1, 2011 ; Location in patent: Page/Page column 62; 63 ; WO 2011/078984 A1
  • Route2

    References

    • SANOFI; CHOI-SLEDESKI, Yong Mi; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng Patent: WO2011/78984 A1, 2011 ; WO 2011/078984 A1
  • Route3

    References

    • SANOFI; CHOI-SLEDESKI, Yong Mi; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng Patent: WO2011/78984 A1, 2011 ; WO 2011/078984 A1

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   48.14
  • LogP   1.4349
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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