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
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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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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.

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

Computational Chemistry Data

TPSA 60.07
LogP 1.09598
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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