tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

Name: tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate
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CAS No. 1009071-34-4
Cat. No. CS-0139132
Purity≥97%
MDL No.MFCD12407274

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tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate|CS-0139132

Structure of 1009071-34-4

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General Information

CAS No. 1009071-34-4
Cat. No. CS-0139132
Purity ≥97%
MDL No. MFCD12407274
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₅BN₂O₄
Molecular Weight 308.18
Synonym(s) tert-butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate
SMILES O=C(N1N=C(C)C(B2OC(C)(C)C(C)(C)O2)=C1)OC(C)(C)C

Description

tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate delivers a boronate-functionalized pyrazole scaffold with enhanced stability and solubility. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance and reproducible yields across diverse substrates.

Application

tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides a versatile heterocyclic scaffold with demonstrated utility in medicinal chemistry, while the tert-butyl ester offers ease of purification and orthogonal deprotection. Functional group tolerance enables reliable coupling under standard conditions, facilitating efficient construction of complex molecular architectures.

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Computational Chemistry Data

TPSA 62.58
LogP 2.27392
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

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tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

CAS No. 1009071-34-4

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