2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is a bifunctional aromatic intermediate increasingly adopted in the synthesis of kinase inhibitors and other enzyme‑targeted therapeutics. The free aniline of 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline can be elaborated via amide bond formation, reductive amination, or Buchwald-Hartwig coupling, while the boronate ester participates orthogonally in Suzuki-Miyaura reactions to extend the aryl framework. Because 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline offers two distinct reactive centers in a regiochemically unambiguous arrangement, it frequently appears in patent disclosures of BTK inhibitors, EGFR modulators, and antiviral agents. Contract manufacturing organizations and process chemists value 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline for its consistent quality and the operational simplicity of its coupling chemistry.

Product Parameters

Synthetic Route

A common approach to 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline starts from 4‑bromo‑2,6‑difluoroaniline or the corresponding 4‑iodo analog. Palladium‑catalyzed Miyaura borylation with bis(pinacolato)diboron in the presence of a base such as potassium acetate yields the target boronate ester. After extractive workup and crystallization, the product is obtained with high purity. Cosperpharm’s optimized procedure minimizes debromination and protodehalogenation side products to meet the stringent specifications of pharma clients.

Storage Conditions

Store 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline in a tightly sealed container under dry argon or nitrogen at 2–8°C, protected from light. Allow the closed container to equilibrate to room temperature before opening. When stored properly, the crystalline powder remains chemically stable for at least 24 months.

Product Application Scenarios

1.BTK Inhibitor Synthesis

Key intermediate in the construction of central pharmacophores of several irreversible and reversible BTK inhibitors.

2.EGFR Mutant Modulators

Used to prepare fluorinated aniline‑containing cores for third‑generation EGFR tyrosine kinase inhibitors.

3.Antiviral Agent R&D

Participates in library synthesis targeting viral polymerases and proteases where fluoroaniline motifs are beneficial.

4.Polymer Chemistry

The boronate ester can be employed in the preparation of conjugated polymers and covalent organic frameworks.

5.Custom Fragment Libraries

A versatile fragment for fragment‑based drug discovery, presenting balanced polarity and multiple growth vectors.

Contact Us

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