Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate

Name: Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate
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CAS No. 1622992-89-5
Cat. No. CS-0380043
Purity≥98%
MDL No.None

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Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate|CS-0380043

Structure of 1622992-89-5

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Description

Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The tetramethyl-substituted dioxaborolane enhances stability and solubility in organic media. This bench-stable reagent integrates readily into complex molecule assembly, particularly in medicinal chemistry and macrocycle synthesis.

Application

Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura coupling reactions. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance and excellent shelf life, enabling efficient C–C bond formation under mild conditions. This reagent facilitates the construction of pyrazole-based heterocyclic scaffolds commonly found in medicinal chemistry and agrochemical research, with straightforward purification and compatibility with diverse reaction partners.

General Information

CAS No. 1622992-89-5
Cat. No. CS-0380043
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BN₂O₄
Molecular Weight 266.10
Synonym(s) 1H-Pyrazole-5-carboxylic acid, 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
SMILES O=C(C1=C(B2OC(C)(C)C(C)(C)O2)C=NN1C)OC

Computational Chemistry Data

TPSA 62.58
LogP 0.5059
H_Acceptors 6
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 Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

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Methyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate

CAS No. 1622992-89-5

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