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

  • CAS No. 89283-32-9

  • Cat. No. CS-0053374
  • Purity≥97%
  • MDL No.None

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

(3-Chloropyrazin-2-yl)methanol|CS-0053374

Structure of 89283-32-9

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General Information

  • CAS No. 89283-32-9
  • Cat. No. CS-0053374
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 3-Chloro-2-pyrazinemethanol
  • SMILES OCC1=NC=CN=C1Cl

Description

(3-Chloropyrazin-2-yl)methanol is a bench-stable, moisture-tolerant heterocyclic building block featuring a chlorinated pyrazine core and a reactive primary alcohol handle. This combination enables direct coupling in cross-coupling reactions or functionalization via esterification, offering efficient access to bioactive scaffolds in medicinal chemistry and agrochemical development.

Application

(3-Chloropyrazin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyrazine core via its aldehyde-derived alcohol functionality. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient incorporation into heterocyclic scaffolds. The chloro group provides a handle for palladium-catalyzed cross-coupling, supporting rapid diversification in API development workflows.

Synthesis

  • Route1

    References

    • GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley Patent: WO2013/102145 A1, 2013 ; Location in patent: Paragraph 0290 ;

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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