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

Name: 1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 944994-03-0
Cat. No. CS-0052485
Purity≥95%
MDL No.MFCD18383275

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1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0052485

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General Information

CAS No. 944994-03-0
Cat. No. CS-0052485
Purity ≥95%
MDL No. MFCD18383275
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇BN₂O₄S
Molecular Weight 272.13
Synonym(s) 1-methylsulfonyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
SMILES CC1(C)OB(OC1(C)C)C1=CN(N=C1)S(C)(=O)=O

Description

1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a methanesulfonyl group that enhances solubility and electronic modulation. This pyrazole scaffold integrates seamlessly into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethylborolane moiety ensures high reactivity and stability in aqueous or mixed solvent systems.

Application

1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura coupling reactions. The methanesulfonyl group enhances solubility and modulates electronic effects, while the tetramethylboronate moiety enables efficient cross-coupling with aryl and heteroaryl halides under mild conditions. This reagent exhibits excellent functional group tolerance and simplifies purification, making it ideal for constructing complex pyrazole-containing scaffolds in medicinal chemistry and materials science applications.

Safety Information

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Computational Chemistry Data

TPSA 70.42
LogP -0.01
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 944994-03-0

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