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

Name: 3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 936250-20-3
Cat. No. CS-W005192
Purity≥97%
MDL No.MFCD08690235

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3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W005192

Structure of 936250-20-3

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General Information

CAS No. 936250-20-3
Cat. No. CS-W005192
Purity ≥97%
MDL No. MFCD08690235
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇BN₂O₂
Molecular Weight 208.07
Synonym(s) 5-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CC1(C)C(C)(C)OB(C2=CNN=C2C)O1

Description

3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group enabling efficient Suzuki-Miyaura cross-coupling under mild conditions. The tetramethyl-substituted dioxaborolane enhances stability and solubility in organic solvents. This pyrazole derivative integrates readily into complex molecular architectures, offering a robust handle for C–C bond formation in medicinal chemistry and materials synthesis.

Application

3-Methyl-4-(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 tetramethylboronate group enables efficient, mild coupling with aryl and heteroaryl halides, while the pyrazole core provides a stable, electron-rich scaffold. Bench-stable and readily purified by flash chromatography, it facilitates rapid access to functionalized pyrazole derivatives in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1021919-24-3
- In-stock
  
  73183-34-3
- ~50%
- In-stock
  
  936250-20-3
References
- SIGNAL PHARMACEUTICALS, LLC Patent: WO2008/51493 A2, 2008 ; Location in patent: Page/Page column 181 ;
Route2
- In-stock
  
  1453-58-3
- In-stock
  
  73183-34-3
- ~38%
- In-stock
  
  936250-20-3
References
- Larsen, Matthew A.; Hartwig, John F. Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4287 - 4299

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 47.14
LogP 1.01732
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 936250-20-3

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