(1,5-Dimethyl-1H-pyrazol-4-yl)boronic acid

Name: (1,5-Dimethyl-1H-pyrazol-4-yl)boronic acid
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CAS No. 1204333-57-2
Cat. No. CS-0109906
Purity≥96%
MDL No.MFCD13195678

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(1,5-Dimethyl-1H-pyrazol-4-yl)boronic acid|CS-0109906

Structure of 1204333-57-2

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General Information

CAS No. 1204333-57-2
Cat. No. CS-0109906
Purity ≥96%
MDL No. MFCD13195678
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₉BN₂O₂
Molecular Weight 139.95
Synonym(s) B-(1,5-dimethyl-1H-pyrazol-4-yl)boronic acid
SMILES CC1=C(B(O)O)C=NN1C

Description

This boronate moiety features a sterically hindered pyrazole core, enhancing stability and solubility in polar solvents. The dimethyl substitution at the 1- and 5-positions imparts electron-rich character, promoting efficient Suzuki-Miyaura coupling under mild conditions. Ideal for constructing complex heterocyclic architectures with minimal protodeboronation.

Application

(1,5-Dimethyl-1H-pyrazol-4-yl)boronic acid serves as a stable, bench-friendly building block for Suzuki-Miyaura cross-coupling reactions. Its pyrazole scaffold provides enhanced metabolic stability and favorable solubility, enabling efficient incorporation into diverse heterocyclic architectures. The boronic acid functionality facilitates reliable coupling with aryl and vinyl halides under mild conditions, offering high functional group tolerance and straightforward purification. This reagent is well-suited for the synthesis of biologically relevant scaffolds in medicinal chemistry and materials science.

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 : H315-H319-H335
Precautionary Statements : P261-P271-P280

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Computational Chemistry Data

TPSA 58.28
LogP -1.59168
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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(1,5-Dimethyl-1H-pyrazol-4-yl)boronic acid

CAS No. 1204333-57-2

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