N-Boc-indazole-5-boronic acid pinacol ester, CAS No. 864771-44-8

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864771-44-8

Catalog No. EBD884806

CAS 864771-44-8

Name N-Boc-indazole-5-boronic acid pinacol ester

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Basic Information

Synonyms: tert-butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indole-1-carboxyla 1h-indazole-5-boronicacidpinacolester,n1-bocprotected 1-(tert-butoxycarbonyl)-1h-indazole-5-boronicacidpinacolester 1-boc-indazole-5-boronicacidpinacolester tert-butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indazole-1-carboxylate N-Boc-indazole-5-boronicacidpinacolester 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indazole-1-carboxylicacidtert-butylester 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indazole-1-carboxylictert-butylester tert-butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate

Molecular Formula: C18H25BN2O4

Molecular Weight: 344.22

MDL Number: MFCD08437629

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

Product Description:

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylic acid tert-butyl ester is a heterocyclic organic compound featuring an indazole core functionalized with a tert-butyloxycarbonyl (Boc) protecting group on the nitrogen and a pinacol boronic ester group at the 5-position. The Boc group provides stability and solubility, while the boronic ester moiety is a key handle for Suzuki-Miyaura cross-coupling reactions. This compound is primarily utilized as a versatile building block in medicinal chemistry and pharmaceutical research. The indazole scaffold is a privileged structure found in numerous bioactive molecules, and the presence of the boronic ester allows for efficient carbon-carbon bond formation with aryl or heteroaryl halides. This makes it a critical intermediate in the synthesis of potential drug candidates, particularly for constructing complex molecules targeting various diseases. As a protected boronic ester derivative, it offers advantages over free boronic acids in terms of stability, purity, and handling. It is a standard reagent in the toolkit for synthesizing libraries of compounds for biological screening and for the development of active pharmaceutical ingredients (APIs) containing the indazole heterocycle.

Physical Properties

Melting Point: 110 °C

Boiling Point: 461.4°C at 760 mmHg

Flash Point: 232.8°C

Density: 1.13g/cm3