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

Name: 1-(Methanesulfonylmethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1282530-99-7
Cat. No. CS-0052819
Purity≥98%
MDL No.None

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1-(Methanesulfonylmethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0052819

Structure of 1282530-99-7

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Description

1-(Methanesulfonylmethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group paired with a methanesulfonylmethyl substituent on a pyrazole scaffold. This combination enables direct coupling in Suzuki-Miyaura reactions while maintaining stability under standard bench conditions. The molecule integrates readily into complex heterocyclic architectures and offers predictable reactivity in transition-metal-catalyzed transformations.

Application

1-(Methanesulfonylmethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides under mild conditions. The methanesulfonylmethyl substituent provides enhanced stability and facilitates subsequent functionalization, while the pyrazole core offers a privileged scaffold in medicinal chemistry. This compound exhibits excellent bench stability, ease of purification, and broad functional group tolerance, making it ideal for modular library synthesis and API development.

General Information

CAS No. 1282530-99-7
Cat. No. CS-0052819
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉BN₂O₄S
Molecular Weight 286.16
Synonym(s) 1-[(Methylsulfonyl)methyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CC1(C)OB(OC1(C)C)C1=CN(CS(C)(=O)=O)N=C1

Computational Chemistry Data

TPSA 70.42
LogP 0.1844
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

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-H320-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 Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 1282530-99-7

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