3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Name: 3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Brand: ChemScene
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CAS No. 1171892-42-4
Cat. No. CS-0041323
Purity≥95%
MDL No.MFCD13182246

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3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0041323

Structure of 1171892-42-4

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General Information

CAS No. 1171892-42-4
Cat. No. CS-0041323
Purity ≥95%
MDL No. MFCD13182246
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₂BNO₃
Molecular Weight 263.14
Synonym(s) 5-Isopropoxypyridine-3-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CN=CC(OC(C)C)=C2)O1

Description

3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine delivers a sterically protected boronate group for efficient Suzuki-Miyaura coupling. The isopropoxy substituent enhances solubility and stability under standard conditions, while the dioxaborolane moiety enables reliable cross-coupling with aryl halides. This bench-stable reagent integrates seamlessly into complex molecule synthesis workflows.

Application

3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core provides a robust platform for constructing biaryl and heterocyclic scaffolds, while the tetramethylborolane group ensures excellent stability, ease of handling, and compatibility with a broad range of reaction conditions. Its functional group tolerance and reliable coupling efficiency make it ideal for medicinal chemistry and process-scale synthesis.

Synthesis

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- In-stock
  
  212332-40-6
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  1171892-42-4
References
- GLAXO GROUP LIMITED; ALDER, Catherine, Mary; BALDWIN, Ian, Robert; BARTON, Nicholas, Paul; CAMPBELL, Amanda, Jennifer; CHAMPIGNY, Aurelie, Cecile; HARLING, John, David; MAXWELL, Aoife, Caitriona; SIMPSON, Juliet, Kay; SMITH, Ian, Edward, David; TAME, Christopher, John; WILSON, Caroline; WOOLVEN, James, Michael Patent: WO2010/106016 A1, 2010 ; Location in patent: Page/Page column 120-121 ; WO 2010/106016 A1

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 40.58
LogP 2.168
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 1171892-42-4

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