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CS-W001157 4
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(2-(Dimethylamino)pyrimidin-5-yl)boronic acid

  • CAS No. 756817-82-0

  • Cat. No. CS-0061715
  • Purity≥97%
  • MDL No.None

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

(2-(Dimethylamino)pyrimidin-5-yl)boronic acid|CS-0061715

Structure of 756817-82-0

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General Information

  • CAS No. 756817-82-0
  • Cat. No. CS-0061715
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀BN₃O₂
  • Molecular Weight 166.97
  • Synonym(s) Boronic acid, [2-(dimethylamino)-5-pyrimidinyl]- (9CI)
  • SMILES CN(C)C1=NC=C(C=N1)B(O)O

Description

This boronate moiety integrates readily into Suzuki-Miyaura couplings, offering enhanced stability and solubility under standard conditions. The dimethylamino group imparts electron-donating character, facilitating oxidative addition and enabling efficient C–C bond formation in complex molecular architectures.

Application

(2-(Dimethylamino)pyrimidin-5-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The dimethylaminopyrimidine moiety offers enhanced solubility and stability compared to unsubstituted analogs, while the boronic acid functionality facilitates reliable Suzuki-Miyaura coupling under standard conditions. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry campaigns and process-scale synthesis.

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

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Computational Chemistry Data

  • TPSA   69.48
  • LogP   -1.7776
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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