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

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

CAS No. 1233526-60-7
Cat. No. CS-0030590
Purity≥97%
MDL No.MFCD13176540

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-Cyclopentyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0030590

Structure of 1233526-60-7

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General Information

CAS No. 1233526-60-7
Cat. No. CS-0030590
Purity ≥97%
MDL No. MFCD13176540
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₃BN₂O₂
Molecular Weight 262.16
Synonym(s) 1-Cyclopentyl-1H-pyrazole-4-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CN(C3CCCC3)N=C2)O1

Description

1-Cyclopentyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate ester featuring a cyclopentyl-substituted pyrazole core. This reagent integrates seamlessly into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethyl-dioxaborolane moiety enhances stability and solubility in common organic solvents, facilitating reliable performance in synthetic workflows.

Application

1-Cyclopentyl-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. The pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the pinacol boronate group enables efficient, mild coupling with aryl and heteroaryl halides. Bench-stable and easily purified, it facilitates rapid access to complex scaffolds in medicinal chemistry and materials science workflows.

Synthesis

Route1
- 1194377-14-4
- In-stock
  
  73183-34-3
- ~48%
- In-stock
  
  1233526-60-7
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 48 ;
Route2
- In-stock
  
  269410-08-4
- 137-43-9
- ~%
- In-stock
  
  1233526-60-7
References
- GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J. Patent: US2014/5188 A1, 2014 ; Location in patent: Paragraph 0571; 0572; 0573 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 36.28
LogP 2.2974
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 1233526-60-7

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