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

Name: 1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1301198-65-1
Cat. No. CS-0175704
Molecule weight238.09
Purity≥95%
MDL No.None

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1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0175704

Structure of 1301198-65-1

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General Information

CAS No. 1301198-65-1
Cat. No. CS-0175704
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉BN₂O₃
Molecular Weight 238.09
Synonym(s) (1-(METHOXYMETHYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER
SMILES CC1(C(C)(OB(O1)C2=CN(N=C2)COC)C)C

Description

1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group enabling reliable Suzuki-Miyaura cross-coupling reactions. The methoxymethyl substituent enhances solubility and stability under standard conditions. This compound serves as a robust building block for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

1-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the methoxymethyl group offers orthogonal protection and mild deprotection conditions. The pinacol boronate moiety enables high functional group tolerance, excellent bench stability, and compatibility with diverse reaction conditions, facilitating efficient assembly of complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 45.51
LogP 0.7862
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 1301198-65-1

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