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

  • CAS No. 131747-54-1

  • Cat. No. CS-W020653
  • Purity≥98%
  • MDL No.MFCD08276300

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

(2-Bromopyridin-3-yl)methanol|CS-W020653

Structure of 131747-54-1

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General Information

  • CAS No. 131747-54-1
  • Cat. No. CS-W020653
  • Purity ≥98%
  • MDL No. MFCD08276300
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 2-Bromonicotinyl Alcohol
  • SMILES C1=CC(=C(Br)N=C1)CO

Description

(2-Bromopyridin-3-yl)methanol is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive bromide and a primary alcohol functional group. This dual functionality enables direct coupling reactions and selective derivatization in synthetic organic chemistry. The molecule integrates readily into pharmaceutical intermediates and advanced ligand frameworks due to its orthogonal reactivity profile.

Application

(2-Bromopyridin-3-yl)methanol serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of pyridine-based scaffolds. Its bromide functionality facilitates palladium-catalyzed cross-coupling reactions, while the pendant alcohol group offers orthogonal handles for derivatization or protection. The compound exhibits good bench stability and compatibility with standard purification methods, making it well-suited for medicinal chemistry campaigns and process 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 0183 ;
  • Route2

    References

    • Legeren, Loreto; Dominguez, Domingo Tetrahedron Letters, 2010 , vol. 51, # 31 p. 4053 - 4057
  • Route3
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    • In-stock
      (2-Bromopyridin-3-yl)methanol|CS-W020653
      131747-54-1

    References

    • Spivey, Alan C.; Shukla, Lena; Hayler, Judy F. Organic Letters, 2007 , vol. 9, # 5 p. 891 - 894

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.3364
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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