1,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 1,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1047644-76-7
Cat. No. CS-W003827
Purity≥97%
MDL No.MFCD12400853

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W003827

Structure of 1047644-76-7

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General Information

CAS No. 1047644-76-7
Cat. No. CS-W003827
Purity ≥97%
MDL No. MFCD12400853
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉BN₂O₂
Molecular Weight 222.09
Synonym(s) 1,4-DiMethylpyrazole-5-boronic Acid Pinacol Ester
SMILES Cc1cnn(c1B1OC(C(O1)(C)C)(C)C)C

Description

This boronate-functional pyrazole integrates seamlessly into Suzuki-Miyaura coupling reactions, offering high stability under standard conditions. The tetramethyl-dioxaborolane moiety enables efficient cross-coupling, while the methyl substituents enhance solubility and reduce aggregation. A robust, bench-stable reagent for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

1,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl dioxaborolane group enables reliable C–C bond formation under mild conditions, while the pyrazole core provides a rigid, electron-deficient heterocyclic scaffold with demonstrated utility in medicinal chemistry and materials science applications. Functional group tolerance and ease of purification support its integration into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  1072-68-0
- 61676-62-8
- ~%
- In-stock
  
  1047644-76-7
References
- WO2008/98104 A1, ; Page/Page column 90 ; WO 2008/098104 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 36.28
LogP 1.02772
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1047644-76-7

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