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Atomfair 2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine C11H15BFNO2 CAS 444120-95-0

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 444120-95-0) is a high-purity boronic ester derivative widely used in Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. With the molecular formula C11H15BFNO2, this compound features a stable pinacol boronate group coupled with a fluoropyridine moiety, making it an essential building block for pharmaceutical, agrochemical, and materials science research. Its robust stability under various reaction conditions ensures reliable performance in complex synthetic pathways. Offered as a crystalline solid or solution, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity, meeting the stringent demands of modern organic synthesis.

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Description

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 444120-95-0) is a high-purity boronic ester derivative widely used in Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. With the molecular formula C11H15BFNO2, this compound features a stable pinacol boronate group coupled with a fluoropyridine moiety, making it an essential building block for pharmaceutical, agrochemical, and materials science research. Its robust stability under various reaction conditions ensures reliable performance in complex synthetic pathways. Offered as a crystalline solid or solution, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity, meeting the stringent demands of modern organic synthesis.

Properties

  • CAS Number: 444120-95-0
  • Complexity: 257
  • IUPAC Name: 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • InChI: InChI=1S/C11H15BFNO2/c1-10(2)11(3,4)16-12(15-10)8-5-6-9(13)14-7-8/h5-7H,1-4H3
  • InChI Key: ZKSRQMCKFLGPQU-UHFFFAOYSA-N
  • Exact Mass: 223.1179870
  • Molecular Formula: C11H15BFNO2
  • Molecular Weight: 223.05
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)F
  • Topological: 31.4
  • Monoisotopic Mass: 223.1179870
  • Synonyms: 444120-95-0, 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-Fluoropyridine-5-boronic acid pinacol ester, 6-Fluoropyridine-3-boronic acid, pinacol ester, 6-FLUOROPYRIDINE-3-BORONIC ACID PINACOL ESTER, 2-fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-Flouropyridine-5-boronic acid pinacol ester, MFCD03412792, (6-FLUOROPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER, Pyridine, 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, SCHEMBL484154, 2-FLUORO-5-(4 4 5 5-TETRAMETHYL-(1 3 2)&, DTXSID20479299, ZKSRQMCKFLGPQU-UHFFFAOYSA-N, AKOS016011501, CS-W013102, HY-W012386, PB14350, DS-13640, PD200231, SY024947, F1094, EN300-318544, 2-Fluoropyridine-5-boronic acid pinacol ester, >=95%, 2-(6-Fluoro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyridine, 2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)pyridine, 2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine

Application

This compound is primarily employed in Suzuki-Miyaura cross-coupling reactions to introduce fluoropyridine motifs into target molecules, enabling the synthesis of bioactive compounds and functional materials. It serves as a key intermediate in the development of pharmaceuticals, particularly kinase inhibitors and PET radiotracers. The fluorine substituent enhances metabolic stability and binding affinity in drug candidates, while the boronate group facilitates efficient C-C bond formation under mild conditions.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (97.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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