2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

Name: 2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 908350-80-1
Cat. No. CS-0041186
Purity≥97%
MDL No.MFCD11973624

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2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine|CS-0041186

Structure of 908350-80-1

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General Information

CAS No. 908350-80-1
Cat. No. CS-0041186
Purity ≥97%
MDL No. MFCD11973624
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀BNO₂
Molecular Weight 281.16
Synonym(s) 4-(2-Pyridinyl)phenylboronic acid pinacol ester
SMILES CC1(OB(C2=CC=C(C3=NC=CC=C3)C=C2)OC1(C)C)C

Description

This pyridine-boryl compound integrates a sterically protected boronate ester for reliable Suzuki-Miyaura cross-coupling. The ortho-pyridine moiety enables coordination in catalytic systems, while the tetramethyl-substituted dioxaborolane enhances stability under standard conditions. Ideal for constructing biaryl architectures in medicinal chemistry and materials synthesis.

Application

2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine serves as a versatile Suzuki coupling partner, enabling efficient construction of biaryl scaffolds under mild reaction conditions. The boronate ester group exhibits high stability, excellent functional group tolerance, and compatibility with diverse transition metal catalysts. This robust building block facilitates the synthesis of complex heterocyclic systems and conjugated frameworks relevant to pharmaceutical and materials chemistry applications.

Synthesis

Route1
- 61676-62-8
- ~39%
- In-stock
  
  908350-80-1
References
- AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH Patent: WO2006/93466 A1, 2006 ; Location in patent: Page/Page column 40 ;
Route2
- In-stock
  
  63996-36-1
- In-stock
  
  73183-34-3
- ~81%
- In-stock
  
  908350-80-1
References
- BASF SE; BOERNER, Herbert Friedrich; LOEBL, Hans-Peter; SALBECK, Josef; POPOVA, Elena Patent: US2013/231489 A1, 2013 ; Location in patent: Paragraph 0184; 0185 ;

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 31.35
LogP 3.0478
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

CAS No. 908350-80-1

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