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Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate

  • CAS No. 87597-21-5

  • Cat. No. CS-0102752
  • Purity≥95%
  • MDL No.MFCD14706101
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate|CS-0102752

Structure of 87597-21-5

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Description

Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate is a sterically hindered, electron-deficient heterocyclic scaffold featuring two bromine substituents at the 6 and 8 positions. This configuration enhances its utility in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard conditions. The ester functionality provides synthetic handle for further derivatization.

Application

Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate serves as a versatile building block for constructing brominated heterocyclic scaffolds in medicinal chemistry. The dibromo substitution enables sequential cross-coupling reactions, while the ester group facilitates further functionalization. Its bench-stable nature and compatibility with palladium-catalyzed transformations make it well-suited for modular synthesis of complex imidazo[1,2-a]pyrazine derivatives used in target-oriented drug discovery.

General Information

  • CAS No. 87597-21-5
  • Cat. No. CS-0102752
  • Purity ≥95%
  • MDL No. MFCD14706101
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇Br₂N₃O₂
  • Molecular Weight 348.98
  • Synonym(s) Imidazo[1,2-a]pyrazine-2-carboxylic acid, 6,8-dibromo-, ethyl ester
  • SMILES O=C(C1=CN2C(C(Br)=NC(Br)=C2)=N1)OCC

Computational Chemistry Data

  • TPSA   56.49
  • LogP   2.431
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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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