1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

Name: 1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
Brand: ChemScene
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CAS No. 1349151-98-9
Cat. No. CS-0130446
Molecule weight263.14
Purity≥98%
MDL No.MFCD16995643

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1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-0130446

Structure of 1349151-98-9

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General Information

CAS No. 1349151-98-9
Cat. No. CS-0130446
Purity ≥98%
MDL No. MFCD16995643
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₂BNO₃
Molecular Weight 263.14
Synonym(s) 1-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one
SMILES CC1(C)C(C)(C)OB(C2=CN(C(C)C)C(C=C2)=O)O1

Description

1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The isopropyl substituent enhances solubility and steric profile, while the pyridinone core provides a stable, electron-deficient scaffold for cross-coupling reactions under standard conditions.

Application

1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridinone core provides a stable, bench-compatible scaffold with orthogonal functional group tolerance, enabling efficient late-stage diversification in medicinal chemistry and heterocyclic synthesis. Its 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety ensures high reactivity and stability under standard coupling conditions.

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 40.46
LogP 1.7284
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

CAS No. 1349151-98-9

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