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

Name: 1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1020174-04-2
Cat. No. CS-W000774
Purity≥96%
MDL No.MFCD04114000

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W000774

Structure of 1020174-04-2

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General Information

CAS No. 1020174-04-2
Cat. No. CS-W000774
Purity ≥96%
MDL No. MFCD04114000
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇BN₂O₂
Molecular Weight 208.07
Synonym(s) None
SMILES CC(C(C)(O1)C)(OB1C(C=C2)=NN2C)C

Description

1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate ester featuring a pyrazole core with enhanced solubility in polar organic solvents. This reagent integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance and resistance to protodeboronation.

Application

1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. Its pyrazole core offers enhanced solubility and functional group tolerance, enabling efficient C–C bond formation under mild conditions. The tetramethyl-substituted dioxaborolane moiety ensures high reactivity and resistance to protodeboronation, making it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  269410-08-4
- 74-88-4
- ~%
- In-stock
  
  1020174-04-2
References
- INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing Patent: WO2010/75270 A1, 2010 ; Location in patent: Page/Page column 137 ; WO 2010/075270 A1
Route2
- In-stock
  
  844501-71-9
- 74-88-4
- ~%
- In-stock
  
  1020174-04-2
- In-stock
  
  847818-74-0
References
- MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG Patent: US2012/316166 A1, 2012 ; Location in patent: Page/Page column 71 ;

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 0.7193
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-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1020174-04-2

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