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

Name: 1-Propyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 827614-69-7
Cat. No. CS-W003232
Molecule weight236.12
Purity≥97%
MDL No.MFCD05663871

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1-Propyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W003232

Structure of 827614-69-7

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General Information

CAS No. 827614-69-7
Cat. No. CS-W003232
Purity ≥97%
MDL No. MFCD05663871
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁BN₂O₂
Molecular Weight 236.12
Synonym(s) 2-(1-Propyl-4-pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES CCCn1ncc(c1)B1OC(C(O1)(C)C)(C)C

Description

1-Propyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a pyrazole core functionalized with a tetramethylboronate group. This structure enables efficient Suzuki-Miyaura coupling reactions under mild conditions, facilitating C–C bond formation in complex molecule synthesis. The propyl substituent enhances solubility and compatibility in organic media, while the dioxaborolane moiety ensures high stability during storage and handling.

Application

1-Propyl-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 robust heterocyclic functionality with good bench stability and excellent functional group tolerance. The pinacol boronate moiety enables reliable coupling under mild conditions, facilitating the efficient construction of biaryl and heteroaryl architectures in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- In-stock
  
  76-09-5
- In-stock
  
  847818-57-9
- ~85%
- In-stock
  
  827614-69-7
References
- Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G. Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 931 - 939
Route2
- 141302-33-2
- ~%
- In-stock
  
  827614-69-7
References
- Journal of Heterocyclic Chemistry, , vol. 41, # 6 p. 931 - 939

Safety Information

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GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

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Computational Chemistry Data

TPSA 36.28
LogP 1.5923
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

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

CAS No. 827614-69-7

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