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

Name: 1-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1238702-58-3
Cat. No. CS-0028726
Purity≥97%
MDL No.MFCD23135814

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0028726

Structure of 1238702-58-3

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General Information

CAS No. 1238702-58-3
Cat. No. CS-0028726
Purity ≥97%
MDL No. MFCD23135814
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉BN₂O₂
Molecular Weight None
Synonym(s) 1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
SMILES CC1(C)C(C)(C)OB(C2=CC=NN2C3=CC=CC=C3)O1

Description

1-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester handle that enables efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances stability and solubility in organic solvents. This pyrazole scaffold combines electron-rich heterocyclic character with a robust coupling partner, facilitating the construction of biaryl architectures under mild conditions.

Application

1-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the pinacol boronate ester enables efficient C–C bond formation under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid assembly of biaryl and heteroaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  76-09-5
- 1238702-56-1
- ~65%
- In-stock
  
  1238702-58-3
References
- US2010/197651 A1, ; Page/Page column 73-74 ;
Route2
- In-stock
  
  1126-00-7
- ~%
- In-stock
  
  1238702-58-3
References
- US2013/150344 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

Quality Control

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Computational Chemistry Data

TPSA 36.28
LogP 2.1715
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 1238702-58-3

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