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Methyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate

  • CAS No. 1073372-02-7

  • Cat. No. CS-0153889
  • Purity≥97%
  • MDL No.MFCD09027078

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

Methyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate|CS-0153889

Structure of 1073372-02-7

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General Information

  • CAS No. 1073372-02-7
  • Cat. No. CS-0153889
  • Purity ≥97%
  • MDL No. MFCD09027078
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BN₂O₄
  • Molecular Weight 278.11
  • Synonym(s) 2-methoxycarbonylaminopyridine-5-boronic acid pinacol ester
  • SMILES CC1(C(C)(OB(O1)C2=CN=C(NC(OC)=O)C=C2)C)C

Description

Methyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate is a bench-stable boronate ester featuring a pyridine-linked carbamate handle. This compound integrates readily into cross-coupling reactions under mild conditions, enabling efficient access to functionalized heteroaryl architectures. The tetramethylboronate moiety ensures high reactivity and stability during storage and handling.

Application

Methyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables direct functionalization at the 5-position, while the carbamate group provides stability and orthogonal reactivity. This reagent exhibits excellent bench stability, mild reaction conditions, and high compatibility with diverse coupling partners, facilitating efficient access to biaryl scaffolds and functionalized heterocycles in medicinal chemistry and materials synthesis.

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   69.68
  • LogP   1.5591
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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