N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Name: N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
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CAS No. 1383385-64-5
Cat. No. CS-0160418
Purity≥97%
MDL No.MFCD22124426

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N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide|CS-0160418

Structure of 1383385-64-5

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General Information

CAS No. 1383385-64-5
Cat. No. CS-0160418
Purity ≥97%
MDL No. MFCD22124426
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₁BN₂O₃
Molecular Weight None
Synonym(s) N-Pyridin-2-yl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide
SMILES O=C(NC1=NC=CC=C1)C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2

Description

N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide features a boronate ester group paired with a pyridine-containing amide scaffold, enabling robust coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, delivering efficient access to functionalized biaryl architectures under standard conditions.

Application

N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient construction of biaryl and heterobiaryl scaffolds. The boronic ester moiety offers excellent stability, mild reaction conditions, and broad functional group tolerance. Its pyridyl amide handle facilitates integration into pharmaceutical and agrochemical intermediates, with straightforward purification and compatibility in multi-step synthesis workflows.

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 60.45
LogP 2.6331
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N-(Pyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

CAS No. 1383385-64-5

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