4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile

Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile
Brand: ChemScene
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CAS No. 1022092-33-6
Cat. No. CS-W019099
Purity≥95%
MDL No.MFCD16660233

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile|CS-W019099

Structure of 1022092-33-6

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General Information

CAS No. 1022092-33-6
Cat. No. CS-W019099
Purity ≥95%
MDL No. MFCD16660233
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈BN₃O₂
Molecular Weight 247.10
Synonym(s) 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]propanenitrile
SMILES CC1(C(OB(O1)C2=C[N](N=C2)CCC#N)(C)C)C

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile features a boronate ester group paired with a nitrile-functionalized pyrazole scaffold, enabling efficient Suzuki-Miyaura coupling reactions. This bench-stable reagent integrates readily into complex molecule assembly, offering high functional group tolerance and predictable reactivity in cross-coupling workflows.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides a rigid, polar heterocyclic scaffold with well-documented utility in medicinal chemistry. The nitrile group offers synthetic handle for downstream transformations, while the pinacol boronate moiety ensures excellent bench stability and compatibility with diverse reaction conditions. Functions reliably in standard coupling protocols across pharmaceutical and agrochemical synthesis.

Synthesis

Route1
- In-stock
  
  269410-08-4
- 2417-90-5
- ~%
- In-stock
  
  1022092-33-6
References
- WO2010/75270 A1, ; Page/Page column 150 ; WO 2010/075270 A1
Route2
- In-stock
  
  269410-08-4
- 107-13-1
- ~%
- In-stock
  
  1022092-33-6
References
- WO2008/154241 A1, ; Page/Page column 159 ;

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 60.07
LogP 1.09598
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile

CAS No. 1022092-33-6

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