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

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

CAS No. 879487-10-2
Cat. No. CS-W008377
Molecule weight236.12
Purity≥97%
MDL No.MFCD11867881

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W008377

Structure of 879487-10-2

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General Information

CAS No. 879487-10-2
Cat. No. CS-W008377
Purity ≥97%
MDL No. MFCD11867881
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁BN₂O₂
Molecular Weight 236.12
Synonym(s) 2-(1-Isopropyl-1H-pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES CC(C)N1C=C(C=N1)B1OC(C)(C)C(C)(C)O1

Application

1-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its pyrazole core offers enhanced metabolic stability and favorable physicochemical properties, while the pinacol boronate moiety enables robust coupling under mild conditions. The compound exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance, making it well-suited for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  313735-62-5
- In-stock
  
  73183-34-3
- ~68%
- In-stock
  
  879487-10-2
References
- ORION CORPORATION; LINNANEN, Tero; WOHLFAHRT, Gerd; NANDURI, Srinivas; UJJINAMATADA, Ravi; RAJAGOPALAN, Srinivasan; MUKHERJEE, Subhendu Patent: WO2013/53983 A1, 2013 ; Location in patent: Page/Page column 35; 36 ;
Route2
- 75-30-9
- In-stock
  
  269410-08-4
- ~99%
- In-stock
  
  879487-10-2
References
- Cui, J. Jean; Tran-Dube, Michelle; Shen, Hong; Nambu, Mitchell; Kung, Pei-Pei; Pairish, Mason; Jia, Lei; Meng, Jerry; Funk, Lee; Botrous, Iriny; McTigue, Michele; Grodsky, Neil; Ryan, Kevin; Padrique, Ellen; Alton, Gordon; Timofeevski, Sergei; Yamazaki, Shinji; Li, Qiuhua; Zou, Helen; Christensen, James; Mroczkowski, Barbara; Bender, Steve; Kania, Robert S.; Edwards, Martin P. Journal of Medicinal Chemistry, 2011 , vol. 54, # 18 p. 6342 - 6363
Route3
- In-stock
  
  269410-08-4
- 75-26-3
- ~%
- In-stock
  
  879487-10-2
References
- WO2010/75270 A1, ; Page/Page column 160-161 ; WO 2010/075270 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 36.28
LogP 1.7632
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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

CAS No. 879487-10-2

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