N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide

Name: N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide
Brand: ChemScene
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CAS No. 1313738-91-8
Cat. No. CS-0101254
Purity≥97%
MDL No.MFCD11878164

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N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide|CS-0101254

Structure of 1313738-91-8

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Description

N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide features a boronate ester group paired with a methylated pyridine amide, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, offering reliable functionalization of aryl and heteroaryl systems.

Application

N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The picolinamide moiety provides directional control in heterocyclic synthesis, while the stable boronate ester enables efficient C–C bond formation under mild conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate streamlined synthesis of substituted pyridine derivatives and pharmaceutical scaffolds.

General Information

CAS No. 1313738-91-8
Cat. No. CS-0101254
Purity ≥97%
MDL No. MFCD11878164
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₉BN₂O₃
Molecular Weight 262.11
Synonym(s) N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide
SMILES O=C(NC)C1=NC=CC(B2OC(C)(C(C)(O2)C)C)=C1

Computational Chemistry Data

TPSA 60.45
LogP 0.7404
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide

CAS No. 1313738-91-8

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