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

Name: 1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 918524-63-7
Cat. No. CS-W007050
Purity≥98%
MDL No.MFCD07437995

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1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine|CS-W007050

Structure of 918524-63-7

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General Information

CAS No. 918524-63-7
Cat. No. CS-W007050
Purity ≥98%
MDL No. MFCD07437995
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₆BN₃O₂
Molecular Weight 303.21
Synonym(s) 6-(4-Methylpiperazin-1-yl)pyridine-3-boronic Acid Pinacol Ester
SMILES CC1(C)C(C)(C)OB(C2=CN=C(N3CCN(C)CC3)C=C2)O1

Description

1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine is a bench-stable boronate reagent featuring a pyridine-linked piperazine scaffold. This structure enables efficient Suzuki-Miyaura coupling under standard conditions, delivering complex heterocycles with high functional group tolerance. The tetramethyl-dioxaborolane moiety ensures excellent stability and compatibility in multistep synthesis workflows.

Application

1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability, ease of handling, and compatibility with diverse reaction conditions. It facilitates efficient C–C bond formation under mild catalytic conditions, enabling rapid construction of biaryl scaffolds in medicinal chemistry and materials synthesis.

Synthesis

Route1
- 61676-62-8
- ~%
- In-stock
  
  918524-63-7
References
- WO2007/39285 A1, ; Page/Page column 57 ; WO 2007/039285 A1
Route2
- In-stock
  
  73183-34-3
- In-stock
  
  364794-58-1
- ~%
- In-stock
  
  918524-63-7
References
- EP2719697 A1, ; Paragraph 0169; 0172; 0173 ;
Route3
- 123-91-1
- In-stock
  
  364794-58-1
- ~%
- In-stock
  
  918524-63-7
References
- US2014/93505 A1, ; Page/Page column ;

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 37.83
LogP 1.1326
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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

CAS No. 918524-63-7

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