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Methyl 6-chloro-5-fluoropyrazine-2-carboxylate

  • CAS No. 1823378-45-5

  • Cat. No. CS-0162704
  • Purity≥98%
  • MDL No.MFCD26521428

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

Methyl 6-chloro-5-fluoropyrazine-2-carboxylate|CS-0162704

Structure of 1823378-45-5

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General Information

  • CAS No. 1823378-45-5
  • Cat. No. CS-0162704
  • Purity ≥98%
  • MDL No. MFCD26521428
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClFN₂O₂
  • Molecular Weight 190.56
  • Synonym(s) None
  • SMILES O=C(C1=NC(Cl)=C(F)N=C1)OC

Description

Methyl 6-chloro-5-fluoropyrazine-2-carboxylate is a bench-stable heterocyclic building block featuring complementary halogen substituents at adjacent positions. This electron-deficient pyrazine core enables efficient cross-coupling and functionalization under mild conditions, facilitating rapid access to complex nitrogen-rich scaffolds in medicinal chemistry and materials science.

Application

Methyl 6-chloro-5-fluoropyrazine-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its complementary halogenation pattern enables selective cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations, with excellent functional group tolerance. The methyl ester facilitates downstream derivatization, while the pyrazine core provides structural rigidity and enhanced metabolic stability in bioactive scaffolds. Bench-stable and readily purified by flash chromatography, it functions efficiently in multi-step syntheses requiring orthogonal reactivity.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   1.0557
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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