5 - Amino - 2 - methylphenylboronic acid pinacol ester, CAS No. 882670-69-1

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882670-69-1

Catalog No. EBD9041

CAS 882670-69-1

Name 5 - Amino - 2 - methylphenylboronic acid pinacol ester

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Basic Information

Synonyms: 5-amino-2-methylphenylboronicacid,pinacolester 4,4,5,5-tetramethyl-2-(5-amino-2-methylphenyl)-1,3,2-dioxaborolane 5-amino-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenamine 5-amino-2-methylphenylboronicacidpinacolester97% 4-Methyl- benzenami 5-Amino-2-methylphenylboronicacid 4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine 5-Amino-2-methylphenylboronicacidpinacolester

Molecular Formula: C13H20BNO2

Molecular Weight: 233.11

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

Product Description:

5-Amino-2-methylbenzeneboronic acid pinacol ester is a boronic acid ester derivative featuring an amino group and a methyl group on the benzene ring. This compound is a protected form of the corresponding boronic acid, with the pinacol ester group enhancing its stability, crystallinity, and handling properties compared to the free acid. Its primary application is as a key synthetic building block in medicinal chemistry, particularly in the synthesis of pharmaceutical intermediates and active pharmaceutical ingredients (APIs). The boronic acid/ester functional group is crucial for Suzuki-Miyaura cross-coupling reactions, a widely used method for constructing biaryl and heterobiaryl scaffolds common in many drug molecules. The presence of the amino group provides a versatile handle for further functionalization, such as amide bond formation or introduction of other substituents. This compound is a valuable reagent in the research and development of potential therapeutic agents. It is typically handled under inert atmosphere (e.g., nitrogen or argon) in a dry environment to prevent hydrolysis of the boronate ester. Standard safety precautions for laboratory chemicals should be observed.

Physical Properties

Melting Point: 82-86 °C

Boiling Point: 366.2°C at 760 mmHg

Flash Point: 175.3°C

Density: 1.03g/cm3