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5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one

  • CAS No. 1227502-35-3

  • Cat. No. CS-0162961
  • Purity≥97%
  • MDL No.None

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

5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one|CS-0162961

Structure of 1227502-35-3

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General Information

  • CAS No. 1227502-35-3
  • Cat. No. CS-0162961
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₂
  • Molecular Weight 204.02
  • Synonym(s) None
  • SMILES O=C1C(CO)=CC(Br)=CN1

Description

5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one features a pyridinone core functionalized with a bromine at C5 and a hydroxymethyl group at C3, enabling direct derivatization via nucleophilic substitution or oxidation. The hydroxymethyl moiety offers a handle for further modification, while the electron-deficient pyridinone ring enhances reactivity in cross-coupling processes. This scaffold exhibits stability under standard conditions and compatibility with diverse reaction environments.

Application

5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient functionalization at both the bromo and hydroxymethyl positions. Its stability under standard reaction conditions facilitates coupling with arylboranes, palladium-catalyzed cross-couplings, and derivatization via oxidation or protection of the hydroxymethyl group. This compound functions effectively in medicinal chemistry campaigns requiring pyridone scaffolds with orthogonal reactivity.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   0.6297
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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