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(3-Bromopyridin-2-yl)methanol

  • CAS No. 52378-64-0

  • Cat. No. CS-0102751
  • Molecule weight188.02
  • Purity≥95%
  • MDL No.MFCD03095348

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

(3-Bromopyridin-2-yl)methanol|CS-0102751

Structure of 52378-64-0

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General Information

  • CAS No. 52378-64-0
  • Cat. No. CS-0102751
  • Purity ≥95%
  • MDL No. MFCD03095348
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 3-Bromopyridine-2-methanol
  • SMILES OCC1=NC=CC=C1Br

Description

(3-Bromopyridin-2-yl)methanol features a brominated pyridine ring bearing a reactive benzyl alcohol functionality. This combination enables direct coupling in cross-coupling reactions and facilitates downstream derivatization. The molecule exhibits good stability under standard conditions, making it suitable for use in synthetic sequences requiring controlled reactivity.

Application

(3-Bromopyridin-2-yl)methanol serves as a versatile building block for C–H functionalization and cross-coupling reactions, enabling efficient access to substituted pyridine scaffolds. Its bromo group facilitates palladium-catalyzed coupling, while the primary alcohol allows for oxidation, protection, or derivatization under standard conditions. The molecule exhibits good bench stability and compatibility with diverse reaction environments, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard Patent: WO2013/19682 A1, 2013 ; Location in patent: Page/Page column 97 ; WO 2013/019682 A1
  • Route2

    References

    • Smith Kline and French Laboratories Limited Patent: US4025527 A1, 1977 ; US 4025527 A

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-P302+P352-P304+P340

Quality Control

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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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