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CS-W001157 4
Total: USD 88.00

(2-Hydroxypyrimidin-5-yl)boronic acid

  • CAS No. 373384-19-1

  • Cat. No. CS-0174146
  • Purity≥97%
  • MDL No.MFCD08275734

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

(2-Hydroxypyrimidin-5-yl)boronic acid|CS-0174146

Structure of 373384-19-1

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General Information

  • CAS No. 373384-19-1
  • Cat. No. CS-0174146
  • Purity ≥97%
  • MDL No. MFCD08275734
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BN₂O₃
  • Molecular Weight None
  • Synonym(s) 2-Hydroxypyrimidine-5-boronic acid
  • SMILES OC1=NC=C(B(O)O)C=N1

Description

(2-Hydroxypyrimidin-5-yl)boronic acid features a pyrimidine scaffold with a boronic acid group at the 5-position, enabling direct coupling in Suzuki-Miyaura reactions. The adjacent hydroxyl substituent enhances solubility and stabilizes the boronate through intramolecular hydrogen bonding. This combination delivers high reactivity under mild conditions while maintaining bench stability and compatibility with diverse functional groups.

Application

(2-Hydroxypyrimidin-5-yl)boronic acid serves as a versatile building block for constructing pyrimidine-based scaffolds in medicinal chemistry and materials science. Its boronic acid functionality enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, while the adjacent hydroxyl group enhances solubility and provides additional sites for derivatization. The compound exhibits good bench stability and is compatible with a range of functional groups, facilitating straightforward purification and integration into complex molecular architectures.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   86.47
  • LogP   -2.138
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   1

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