1-Cyclobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 1-Cyclobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1002309-48-9
Cat. No. CS-W018839
Purity≥97%
MDL No.MFCD16659010

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1-Cyclobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W018839

Structure of 1002309-48-9

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General Information

CAS No. 1002309-48-9
Cat. No. CS-W018839
Purity ≥97%
MDL No. MFCD16659010
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁BN₂O₂
Molecular Weight 248.13
Synonym(s) 1-Cyclodecen-1-yl-boronic acid pinacol ester
SMILES C1(CCC1)[N]2C=C(C=N2)B3OC(C(O3)(C)C)(C)C

Description

1-Cyclobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group enabling efficient Suzuki-Miyaura coupling under standard conditions. The cyclobutyl substituent imparts enhanced metabolic stability and steric control. This bench-stable reagent integrates readily into complex molecular architectures, offering predictable reactivity in C–C bond formation workflows.

Application

1-Cyclobutyl-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 tetramethyl-1,3,2-dioxaborolane moiety enables efficient coupling with aryl and heteroaryl halides under mild conditions. The cyclobutyl-substituted pyrazole core provides a rigid, electron-deficient heterocyclic scaffold with demonstrated utility in medicinal chemistry and agrochemical lead optimization. Functional group tolerance and ease of purification make it well-suited for iterative synthesis campaigns.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 36.28
LogP 1.9073
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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1-Cyclobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1002309-48-9

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