1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

Name: 1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1192187-75-9
Cat. No. CS-0476272
Purity≥98%
MDL No.MFCD21602039

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1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole|CS-0476272

Structure of 1192187-75-9

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Description

This boronate-functionalized pyrazole integrates a tetrahydropyran-2-yl protecting group and a trifluoromethyl substituent, enabling stable storage and selective deprotection. The 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety facilitates reliable Suzuki-Miyaura cross-coupling under standard conditions.

Application

This boronate ester serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The tetrahydro-2H-pyran-2-yl group provides enhanced stability and solubility, while the trifluoromethylpyrazole core offers valuable electronic and metabolic properties. Its compatibility with standard reaction conditions and ease of purification make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 1192187-75-9
Cat. No. CS-0476272
Purity ≥98%
MDL No. MFCD21602039
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂BF₃N₂O₃
Molecular Weight 346.15
Synonym(s) None
SMILES CC1(C)OB(OC1(C)C)C1=CC(=NN1C1CCCCO1)C(F)(F)F

Computational Chemistry Data

TPSA 45.51
LogP 2.9002
H_Acceptors 5
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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

CAS No. 1192187-75-9

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