Description

2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 452972-14-4) is a high-purity boronic ester derivative with the molecular formula C₁₁H₁₅BFNO₂. This compound features a pyridine ring substituted with a fluorine atom at the 2-position and a pinacol boronate ester at the 3-position, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its stability under ambient conditions and compatibility with diverse reaction conditions make it ideal for pharmaceutical, agrochemical, and materials science research. Available in >95% purity (HPLC), this reagent is supplied in rigorously dried packaging to ensure optimal shelf life and performance. Store under inert atmosphere at 2-8°C for long-term stability.

Properties

• CAS Number: 452972-14-4
• Complexity: 257
• IUPAC Name: 2-fluoro-3-(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)8-6-5-7-14-9(8)13/h5-7H,1-4H3
• InChI Key: YYOZFGQOPNTVGM-UHFFFAOYSA-N
• Exact Mass: 223.1179870
• Molecular Formula: C11H15BFNO2
• Molecular Weight: 223.05
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(N=CC=C2)F
• Topological: 31.4
• Monoisotopic Mass: 223.1179870
• Synonyms: 452972-14-4, 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, DTXSID40476866, DTXCID40427676, 670-324-0, 2-Fluoropyridine-3-boronic acid pinacol ester, 2-Fluoropyridine-3-boronic acid, pinacol ester, MFCD06798245, PYRIDINE, 2-FLUORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, 2-fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, SCHEMBL2813914, (2-FLUOROPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER, ALBB-012242, SBB014582, AKOS005173604, AB29851, BS-2069, CS-W003352, SY023546, F1105, EN300-1587529, 2-(2-fluoro(3-pyridyl))-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(2-Fluoro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine, 2-Fluoropyridine-3-boronic acid pinacol ester(contains varying amounts of Anhydride)

Application

This compound is widely used as a key building block in medicinal chemistry for the synthesis of fluorinated pyridine derivatives, which are prevalent in drug discovery. It serves as a crucial intermediate in Suzuki-Miyaura cross-coupling reactions to form biaryl structures. Researchers also employ it in the development of boron-containing probes for biochemical assays and PET tracer synthesis.

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 (85.7%): 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 (85.7%)

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