3,5-Dimethyl-1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 3,5-Dimethyl-1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 2246602-45-7
Cat. No. CS-0161182
Purity≥95%
MDL No.MFCD29921162

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3,5-Dimethyl-1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0161182

Structure of 2246602-45-7

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General Information

CAS No. 2246602-45-7
Cat. No. CS-0161182
Purity ≥95%
MDL No. MFCD29921162
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₇BN₂O₃
Molecular Weight 306.21
Synonym(s) 3,5-dimethyl-1-tetrahydropyran-4-yl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
SMILES CC1(C)C(C)(C)OB(C2=C(C)N(C3CCOCC3)N=C2C)O1

Description

This pyrazole boronate ester integrates a sterically protected tetrahydro-pyran-4-yl group and a stable dioxaborolane moiety, enabling efficient Suzuki-Miyaura coupling under standard conditions. The 3,5-dimethyl substitution enhances solubility and stability, while the para-substituted arylboronate delivers predictable reactivity in cross-coupling workflows.

Application

3,5-Dimethyl-1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydro-2H-pyran-4-yl group provides orthogonal protection and enhanced solubility, while the pinacol boronate moiety enables reliable coupling under mild conditions. This reagent facilitates efficient construction of complex pyrazole-based scaffolds with high functional group tolerance and predictable regiochemistry in medicinal chemistry and process R&D workflows.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 45.51
LogP 2.15064
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3,5-Dimethyl-1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 2246602-45-7

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