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(5-Bromothiazol-2-yl)methanol

  • CAS No. 911052-85-2

  • Cat. No. CS-0042631
  • Molecule weight194.05
  • Purity≥97%
  • MDL No.MFCD21728921

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

(5-Bromothiazol-2-yl)methanol|CS-0042631

Structure of 911052-85-2

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General Information

  • CAS No. 911052-85-2
  • Cat. No. CS-0042631
  • Purity ≥97%
  • MDL No. MFCD21728921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrNOS
  • Molecular Weight 194.05
  • Synonym(s) 5-BroMothiazole-2-Methanol
  • SMILES OCC1=NC=C(Br)S1

Description

This bench-stable (5-bromothiazol-2-yl)methanol features a reactive aldehyde handle flanked by a brominated thiazole ring, enabling direct coupling in cross-coupling and bioconjugation workflows. The electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations.

Application

(5-Bromothiazol-2-yl)methanol serves as a versatile building block for thiazole-based heterocycles, enabling direct functionalization at the 2-position via nucleophilic substitution or coupling reactions. The bromine atom facilitates Pd-catalyzed cross-coupling, while the pendant hydroxymethyl group allows for oxidation to aldehyde or carboxylic acid, or conversion to esters and amides. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical reagent for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; ROBL, Jeffrey A.; LI, Jun; KENNEDY, Lawrence J.; WALKER, Steven J.; WANG, Haixia; WASHBURN, William N.; AHMAD, Saleem; NGU, Khehyong Patent: WO2012/149236 A1, 2012 ; Location in patent: Page/Page column 136 ; WO 2012/149236 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 : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.3979
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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