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CS-W001157 4
Total: USD 88.00

6-Bromo-3-methoxypyridin-2-amine

  • CAS No. 916737-77-4

  • Cat. No. CS-W018975
  • Purity≥97%
  • MDL No.MFCD15142726

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

6-Bromo-3-methoxypyridin-2-amine|CS-W018975

Structure of 916737-77-4

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General Information

  • CAS No. 916737-77-4
  • Cat. No. CS-W018975
  • Purity ≥97%
  • MDL No. MFCD15142726
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O
  • Molecular Weight 203.04
  • Synonym(s) 6-Bromo-3-methoxy-pyridin-2-ylamine
  • SMILES COC1=CC=C(Br)N=C1N

Description

6-Bromo-3-methoxypyridin-2-amine features a brominated pyridine core with a methoxy group at C3 and an amino substituent at C2, delivering a versatile scaffold for medicinal chemistry. The electron-deficient heterocycle facilitates palladium-catalyzed coupling reactions, while the methoxy moiety enhances solubility and modulates electronic properties. This bench-stable compound serves as a key intermediate in the synthesis of kinase inhibitors and functionalized pharmaceuticals.

Application

6-Bromo-3-methoxypyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo and amino functionalities. The methoxy group enhances solubility and modulates electronic properties, while the compound exhibits excellent bench stability and compatibility with standard synthetic workflows. Its orthogonally reactive sites facilitate efficient diversification in heterocyclic scaffold development.

Synthesis

  • Route1

    References

    • HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne Patent: WO2014/6402 A1, 2014 ; Location in patent: Page/Page column 85 ;
  • Route2

    References

    • HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne Patent: WO2014/6402 A1, 2014 ;
  • Route3

    References

    • HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne Patent: WO2014/6402 A1, 2014 ;

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

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