2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine

Name: 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine
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CAS No. 741709-67-1
Cat. No. CS-0174045
Purity≥98%
MDL No.MFCD12923433

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2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine|CS-0174045

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General Information

CAS No. 741709-67-1
Cat. No. CS-0174045
Purity ≥98%
MDL No. MFCD12923433
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₄BClF₃NO₂
Molecular Weight None
Synonym(s) None
SMILES CC1(C(C)(OB(O1)C2=CC(C(F)(F)F)=C(N=C2)Cl)C)C

Description

This boronate-functionalized pyridine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering trifluoromethyl-substituted biaryls with high efficiency. The tetramethylborolane moiety ensures excellent stability and ease of handling, while the chloropyridine framework enables selective cross-coupling.

Application

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the boronate ester enables efficient coupling with aryl and heteroaryl halides under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to complex pyridine-based scaffolds relevant to medicinal chemistry and materials science.

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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Computational Chemistry Data

TPSA 31.35
LogP 3.053
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine

CAS No. 741709-67-1

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