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CS-W001157 4
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(5-Chloropyrazin-2-yl)methanol

  • CAS No. 72788-94-4

  • Cat. No. CS-W003772
  • Purity≥97%
  • MDL No.MFCD11110224

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

(5-Chloropyrazin-2-yl)methanol|CS-W003772

Structure of 72788-94-4

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General Information

  • CAS No. 72788-94-4
  • Cat. No. CS-W003772
  • Purity ≥97%
  • MDL No. MFCD11110224
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 5-Chloro-2-pyrazineMethanol
  • SMILES OCc1cnc(cn1)Cl

Description

(5-Chloropyrazin-2-yl)methanol features a chlorinated pyrazine core with a reactive hydroxymethyl group, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient functionalization in medicinal chemistry workflows, particularly for targeting electron-deficient nitrogen-rich systems.

Application

(5-Chloropyrazin-2-yl)methanol serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds through nucleophilic substitution and coupling reactions. Its chloro group facilitates transition-metal-catalyzed functionalization, while the pendant alcohol allows for derivatization or protection. The compound exhibits good bench stability and is compatible with standard purification techniques, making it suitable for medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin Patent: WO2012/88469 A1, 2012 ; Location in patent: Page/Page column 151-152 ; WO 2012/088469 A1
  • Route2

    References

    • WO2009/134668 A2, ; Page/Page column 29; 30 ; WO 2009/134668 A2
  • Route3
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      1261490-22-5
    • ~%
    • In-stock
      (5-Chloropyrazin-2-yl)methanol|CS-W003772
      72788-94-4

    References

    • Kmentova, Iveta; Sutherland, Hamish S.; Palmer, Brian D.; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A.; Thompson, Andrew M. Journal of Medicinal Chemistry, 2010 , vol. 53, # 23 p. 8421 - 8439

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   46.01
  • LogP   0.6223
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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