6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

Name: 6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine
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CAS No. 1800401-67-5
Cat. No. CS-0102070
Purity≥97%
MDL No.MFCD18712593

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6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine|CS-0102070

Structure of 1800401-67-5

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General Information

CAS No. 1800401-67-5
Cat. No. CS-0102070
Purity ≥97%
MDL No. MFCD18712593
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BN₂O₂
Molecular Weight 234.10
Synonym(s) 6-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine
SMILES NC1=CC(B2OC(C)(C(C)(O2)C)C)=C(N=C1)C

Description

6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine features a boronate ester group conjugated to a pyridine scaffold with a methyl substituent at the 6-position. This configuration enables efficient Suzuki-Miyaura coupling under mild conditions, offering robust stability and compatibility with diverse reaction environments. The molecule integrates readily into complex heterocyclic architectures, facilitating rapid access to functionalized nitrogen-containing frameworks in medicinal chemistry and materials synthesis.

Application

6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables metal coordination and further functionalization, while the tetramethylboronate group provides excellent stability, ease of handling, and compatibility with diverse reaction conditions. This compound facilitates efficient C–C bond formation in medicinal chemistry and materials synthesis, offering predictable reactivity and straightforward purification.

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-H319-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 57.37
LogP 1.27142
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

CAS No. 1800401-67-5

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