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%)

If you are interested or have any questions, please contact us at support@atomfair.com

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