2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Name: 2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2369772-10-9
Cat. No. CS-0089429
Purity≥95%
MDL No.None

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2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine|CS-0089429

Structure of 2369772-10-9

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General Information

CAS No. 2369772-10-9
Cat. No. CS-0089429
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BN₂O₃
Molecular Weight 250.10
Synonym(s) None
SMILES COC1=NC(C)=C(B2OC(C)(C)C(C)(C)O2)C=N1

Description

This boronate-functionalized pyrimidine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering substituted heterocycles with high efficiency. The methoxy and methyl groups enhance solubility and electronic tuning, while the tetramethyl-1,3,2-dioxaborolane moiety ensures stability and compatibility with diverse reaction matrices.

Application

2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its pyrimidine core enables efficient coupling with aryl and heteroaryl halides under mild conditions, offering excellent functional group tolerance and bench stability. The tetramethylborolane moiety facilitates reliable reaction kinetics and ease of purification, making it well-suited for the construction of biologically relevant heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

Download SDS

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 53.47
LogP 1.09282
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

CAS No. 2369772-10-9

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