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5-Bromo-6-methoxypyrazin-2-amine

  • CAS No. 1245649-92-6

  • Cat. No. CS-0160639
  • Molecule weight204.02
  • Purity≥97%
  • MDL No.MFCD18072673

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

5-Bromo-6-methoxypyrazin-2-amine|CS-0160639

Structure of 1245649-92-6

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General Information

  • CAS No. 1245649-92-6
  • Cat. No. CS-0160639
  • Purity ≥97%
  • MDL No. MFCD18072673
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃O
  • Molecular Weight 204.02
  • Synonym(s) 5-Bromo-6-methoxy-2-pyrazinamine
  • SMILES NC1=NC(OC)=C(Br)N=C1

Description

5-Bromo-6-methoxypyrazin-2-amine features a pyrazine core functionalized with bromo and methoxy groups, enabling efficient coupling in cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the methoxy substituent enhances solubility and stability under standard conditions. This scaffold serves as a key building block in medicinal chemistry and materials science.

Application

5-Bromo-6-methoxypyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrazine-based heterocycles through palladium-catalyzed cross-coupling reactions. Its bromine and amine functionalities offer orthogonal reactivity for sequential derivatization, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by column chromatography, it functions reliably in standard synthetic workflows targeting kinase inhibitors and other bioactive scaffolds.

Safety Information

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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   61.03
  • LogP   0.8299
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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