Atomfair 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine C11H15BClNO2 CAS 865186-94-3

3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 865186-94-3) is a high-purity boronic ester derivative with the molecular formula C11H15BClNO2. This compound features a pyridine ring substituted with a chloro group at the 3-position and a pinacol boronate ester at the 5-position, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety ensures excellent shelf-life and handling properties under inert conditions. Ideal for pharmaceutical research, agrochemical development, and materials science, this reagent is supplied as a crystalline solid with ≥95% purity (HPLC). Store under nitrogen at 2-8°C to maintain stability.

Description

3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 865186-94-3) is a high-purity boronic ester derivative with the molecular formula C11H15BClNO2. This compound features a pyridine ring substituted with a chloro group at the 3-position and a pinacol boronate ester at the 5-position, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety ensures excellent shelf-life and handling properties under inert conditions. Ideal for pharmaceutical research, agrochemical development, and materials science, this reagent is supplied as a crystalline solid with ≥95% purity (HPLC). Store under nitrogen at 2-8°C to maintain stability.

Properties

  • CAS Number: 865186-94-3
  • Complexity: 257
  • IUPAC Name: 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • InChI: InChI=1S/C11H15BClNO2/c1-10(2)11(3,4)16-12(15-10)8-5-9(13)7-14-6-8/h5-7H,1-4H3
  • InChI Key: WCKBNAJTZUVHPD-UHFFFAOYSA-N
  • Exact Mass: 239.0884366
  • Molecular Formula: C11H15BClNO2
  • Molecular Weight: 239.51
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CN=C2)Cl
  • Topological: 31.4
  • Monoisotopic Mass: 239.0884366
  • Synonyms: 865186-94-3, 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, DTXSID50631085, DTXCID30581837, 677-027-5, 5-Chloropyridine-3-boronic acid pinacol ester, 3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine, 5-Chloropyridine-3-boronic acid, pinacol ester, MFCD06798284, 3-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, PYRIDINE, 3-CHLORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, SCHEMBL1302755, WCKBNAJTZUVHPD-UHFFFAOYSA-N, AKOS015950280, Pyridine,3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, AB29944, BS-2122, CS-W000987, FD10013, SY057273, C3367, EN300-7383980, 2-(5-Chloro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine, 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 5-chloropyridin-3-ylboronate, 3-Chloro-5-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)pyridine

Application

This compound is widely used as a key building block in Suzuki-Miyaura cross-coupling reactions to introduce pyridyl boronate functionality into complex molecules. It finds applications in the synthesis of pharmaceutical candidates, particularly kinase inhibitors and CNS-targeting drugs. The chloro substituent allows for further functionalization via nucleophilic aromatic substitution.

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 (80%): 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%)

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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).

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