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3-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo[4,5-b]pyridine

  • CAS No. 1257554-02-1

  • Cat. No. CS-0041360
  • Molecule weight259.11
  • Purity≥96%
  • MDL No.MFCD11857689

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

3-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo[4,5-b]pyridine|CS-0041360

Structure of 1257554-02-1

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General Information

  • CAS No. 1257554-02-1
  • Cat. No. CS-0041360
  • Purity ≥96%
  • MDL No. MFCD11857689
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BN₃O₂
  • Molecular Weight 259.11
  • Synonym(s) 3-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-imidazo[4,5-b]pyridine
  • SMILES CC1(C)C(C)(C)OB(C2=CN=C(N(C)C=N3)C3=C2)O1

Description

3-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo[4,5-b]pyridine features a boronate ester handle enabling efficient Suzuki-Miyaura cross-coupling. This bench-stable, moisture-tolerant building block integrates seamlessly into complex heterocyclic architectures, particularly in medicinal chemistry and materials science applications.

Application

3-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo[4,5-b]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl and heteroaryl scaffolds. The tetramethyl-substituted dioxaborolane moiety enhances reactivity in Suzuki-Miyaura coupling while minimizing protodeboronation, making it well-suited for iterative synthesis and library generation in medicinal chemistry workflows.

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.17
  • LogP   1.2675
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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