2-Bromo-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Name: 2-Bromo-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Brand: ChemScene
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CAS No. 1309982-23-7
Cat. No. CS-0437252
Purity≥98%
MDL No.None

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2-Bromo-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0437252

Structure of 1309982-23-7

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General Information

CAS No. 1309982-23-7
Cat. No. CS-0437252
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇BBrNO₂
Molecular Weight 297.98
Synonym(s) 6-Bromo-4-methylpyridine-3-boronic acid pinacol ester
SMILES BrC1=NC=C(C(C)=C1)B2OC(C)(C(C)(C)O2)C

Description

This boronate ester features a pyridine core functionalized with a bromo group and a methyl substituent, enabling selective cross-coupling. The tetramethylboronate moiety provides enhanced stability and reactivity under standard conditions, facilitating efficient Suzuki-Miyaura coupling for constructing complex heterocyclic architectures.

Application

2-Bromo-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate group exhibits high stability and functional group tolerance, while the bromopyridine moiety facilitates selective cross-coupling. This reagent is particularly useful for constructing substituted pyridine scaffolds in medicinal chemistry and materials science, offering reliable performance in standard reaction protocols.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 31.35
LogP 2.45172
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 1309982-23-7

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