3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1619991-78-4
Cat. No. CS-0051382
Purity≥98%
MDL No.None

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3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0051382

Structure of 1619991-78-4

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Description

3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a pyrazole core with tailored steric and electronic properties. This molecule integrates seamlessly into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethylboronate moiety enhances solubility and stability, while the ethyl and methyl substituents fine-tune reactivity. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl and vinyl halides under mild conditions, while the pyrazole core provides metabolic stability and structural rigidity. Bench-stable and easily purified, it functions effectively in multi-step synthesis of heterocyclic scaffolds relevant to medicinal chemistry and agrochemical development.

General Information

CAS No. 1619991-78-4
Cat. No. CS-0051382
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁BN₂O₂
Molecular Weight 236.12
Synonym(s) 3-ethyl-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CCC1=NN(C)C=C1B1OC(C)(C)C(C)(C)O1

Computational Chemistry Data

TPSA 36.28
LogP 1.2817
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3-Ethyl-1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1619991-78-4

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