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

Name: 1-(2-(Pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1000802-52-7
Cat. No. CS-W021194
Purity≥95%
MDL No.MFCD16659795

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1-(2-(Pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W021194

Structure of 1000802-52-7

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Description

This pyrazole boronate integrates a pyrrolidinylethyl group and a tetramethylboronate moiety, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-rich pyrazole core enhances reactivity, while the sterically shielded boronate resists protodeboronation, ensuring high stability during storage and handling.

Application

1-(2-(Pyrrolidin-1-yl)ethyl)-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 pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the pyrrolidine substituent enhances solubility and modulates electronic properties. The pinacol boronate group enables reliable coupling under mild conditions, offering excellent functional group tolerance and bench stability, making it ideal for rapid scaffold diversification in medicinal chemistry and process development workflows.

General Information

CAS No. 1000802-52-7
Cat. No. CS-W021194
Purity ≥95%
MDL No. MFCD16659795
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₆BN₃O₂
Molecular Weight 291.20
Synonym(s) 1-[2-(Pyrrolidin-1-yl)ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CC1(C)C(C)(C)OB(C2=CN(CCN3CCCC3)N=C2)O1

Computational Chemistry Data

TPSA 39.52
LogP 1.2781
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

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 : 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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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

CAS No. 1000802-52-7

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