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(2-Chlorothiazol-5-yl)methanol

  • CAS No. 145015-15-2

  • Cat. No. CS-0067979
  • Purity≥95%
  • MDL No.MFCD03001277

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

(2-Chlorothiazol-5-yl)methanol|CS-0067979

Structure of 145015-15-2

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General Information

  • CAS No. 145015-15-2
  • Cat. No. CS-0067979
  • Purity ≥95%
  • MDL No. MFCD03001277
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClNOS
  • Molecular Weight 149.60
  • Synonym(s) (2-Chloro-1,3-thiazol-5-yl)methanol
  • SMILES OCC1=CN=C(Cl)S1

Description

(2-Chlorothiazol-5-yl)methanol features a chlorinated thiazole core bearing a reactive hydroxymethyl group, enabling direct functionalization in synthetic routes. This bench-stable scaffold integrates readily into bioactive molecule frameworks, particularly where halogenated heterocycles enhance target affinity or metabolic stability.

Application

(2-Chlorothiazol-5-yl)methanol serves as a versatile building block for thiazole-based heterocycles, enabling efficient functionalization at the 5-position. Its benzylic-like alcohol functionality facilitates oxidation to the aldehyde or ester, and it participates reliably in coupling reactions with amines, nucleophiles, and transition metal catalysts. The chloro substituent provides orthogonal reactivity for palladium-catalyzed cross-coupling, supporting modular synthesis of bioactive scaffolds. Bench-stable and amenable to standard purification methods, it functions effectively in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2007/2181 A2, 2007 ; Location in patent: Page/Page column 142-143 ; WO 2007/002181 A2
  • Route2

    References

    • US5959118 A1, ;

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   33.12
  • LogP   1.2888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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