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CS-W001157 4
Total: USD 88.00

(2-Bromothiazol-4-yl)methanol

  • CAS No. 5198-86-7

  • Cat. No. CS-W009239
  • Purity≥95%
  • MDL No.MFCD04115727

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

(2-Bromothiazol-4-yl)methanol|CS-W009239

Structure of 5198-86-7

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General Information

  • CAS No. 5198-86-7
  • Cat. No. CS-W009239
  • Purity ≥95%
  • MDL No. MFCD04115727
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrNOS
  • Molecular Weight 194.05
  • Synonym(s) 2-BROMO-4-HYDROXYMETHYLTHIAZOLE
  • SMILES OCC1=CSC(Br)=N1

Description

(2-Bromothiazol-4-yl)methanol features a brominated thiazole ring bearing a reactive hydroxymethyl group, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring heterocyclic building blocks with orthogonal reactivity.

Application

(2-Bromothiazol-4-yl)methanol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the thiazole C4 position. Its bromine moiety facilitates palladium-catalyzed cross-coupling reactions, while the alcohol group offers orthogonal reactivity for derivatization or protection. The compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Wipf, Peter; Wang, Zhiyong Organic Letters, 2007 , vol. 9, # 8 p. 1605 - 1607
  • Route2

    References

    • BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITÉ DE MONTRÉAL; BANVILLE, Jacques; RÉMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBÉ, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C. Patent: WO2013/163279 A1, 2013 ; Location in patent: Paragraph 00177 ;
  • Route3

    References

    • MERCK and CO., INC. Patent: WO2008/57336 A2, 2008 ; Location in patent: Page/Page column 39 ;

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   1.3979
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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