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636010

3,5-Dimethylpyrazole-4-boronic acid pinacol ester

Name: 3,5-Dimethylpyrazole-4-boronic acid pinacol ester
Brand: ALDRICH

97%

Synonym(s):

3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2dioxaborolan-2-yl)-1H-pyrazole, 3,5-Dimethyl-4-pyrazoleboronic acid pinacol ester

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₉BN₂O₂

CAS Number:

857530-80-4

Molecular Weight:

222.09

NACRES:

NA.22

PubChem Substance ID:

24882751

UNSPSC Code:

12352103

MDL number:

MFCD05663852

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Properties

Quality Level

100

assay

97%

form

solid

mp

163-168 °C (lit.)

SMILES string

Cc1n[nH]c(C)c1B2OC(C)(C)C(C)(C)O2

InChI

1S/C11H19BN2O2/c1-7-9(8(2)14-13-7)12-15-10(3,4)11(5,6)16-12/h1-6H3,(H,13,14)

InChI key

GNUDAJTUCJEBEI-UHFFFAOYSA-N

Description

Application

3,5-Dimethylpyrazole-4-boronic acid pinacol ester can be used:

To synthesize 9H-pyrimido[4,5-b]indole and aryl-benzimidazole based BET bromodomain and extra terminal (BET) protein inhibitors.
To prepare naphthalimide based photo-exchangeable photochromic fluorescent molecules.
As a reactant to develop DNA-encoded chemical libraries by palladium-catalyzed Suzuki coupling reaction with DNA-linked aryl halides.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Development of DNA-compatible suzuki-miyaura reaction in aqueous media

Li J and Huang H

Bioconjugate Chemistry, 29(11), 3841-3846 (2018)

Structure-guided discovery of a novel, potent, and orally bioavailable 3, 5-dimethylisoxazole aryl-benzimidazole BET bromodomain inhibitor

Sperandio D, et al.

Bioorganic & Medicinal Chemistry, 27(3), 457-469 (2019)

Investigation of Photochromic Fluorescence Features and Synthesis of Diarylethene Type Naphthalimide Compounds

Orhan E and Narin M

Journal of the Turkish Chemical Society Section A: Chemistry, 7(1), 97-106 (2020)

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Global Trade Item Number

SKU	GTIN
636010-5G	04061832880433
636010-1G	04061826065440