N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide

Name: N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide
Brand: ChemScene
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CAS No. 1201645-46-6
Cat. No. CS-0036586
Purity≥97%
MDL No.MFCD11878288

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N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide|CS-0036586

Structure of 1201645-46-6

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Description

N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide features a pyridine-linked boronate ester enabling robust Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane imparts enhanced stability and moisture tolerance, while the acetamide group provides solubility and compatibility in diverse reaction media. This reagent integrates seamlessly into complex molecule assembly workflows.

Application

N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables transition-metal-catalyzed coupling with aryl, heteroaryl, and vinyl halides under mild conditions. The acetamide group provides enhanced solubility and stability, while the tetramethyl-substituted dioxaborolane offers excellent bench stability and functional group tolerance. This reagent facilitates efficient construction of biaryl and heterobiaryl scaffolds in medicinal chemistry and materials synthesis workflows.

General Information

CAS No. 1201645-46-6
Cat. No. CS-0036586
Purity ≥97%
MDL No. MFCD11878288
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₉BN₂O₃
Molecular Weight None
Synonym(s) 5-N-Acetyl-amino-pyridin-3-ylboronic acid pinacol ester
SMILES CC(=NC1=CN=CC(=C1)B2OC(C)(C)C(C)(C)O2)O

Computational Chemistry Data

TPSA 63.94
LogP 1.9887
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide

CAS No. 1201645-46-6

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