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Atomfair 2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester C13H18BNO4 CAS 957065-99-5

2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester (CAS: 957065-99-5) is a high-purity boronic ester derivative with the molecular formula C13H18BNO4. This compound, also known as methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its pinacol ester group enhances stability and solubility, making it ideal for complex functionalization of pyridine scaffolds. The product is rigorously tested for quality, ensuring ≥95% purity by HPLC, and is supplied as a white to off-white crystalline powder under inert conditions to prevent degradation. Suitable for pharmaceutical, agrochemical, and materials science research, it is packaged in amber glass vials with moisture-resistant seals…

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Description

2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester (CAS: 957065-99-5) is a high-purity boronic ester derivative with the molecular formula C13H18BNO4. This compound, also known as methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its pinacol ester group enhances stability and solubility, making it ideal for complex functionalization of pyridine scaffolds. The product is rigorously tested for quality, ensuring ≥95% purity by HPLC, and is supplied as a white to off-white crystalline powder under inert conditions to prevent degradation. Suitable for pharmaceutical, agrochemical, and materials science research, it is packaged in amber glass vials with moisture-resistant seals to maintain integrity.

Properties

  • CAS Number: 957065-99-5
  • Complexity: 343
  • IUPAC Name: methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate
  • InChI: InChI=1S/C13H18BNO4/c1-12(2)13(3,4)19-14(18-12)9-6-7-10(15-8-9)11(16)17-5/h6-8H,1-5H3
  • InChI Key: IXKFGVRURWXXKX-UHFFFAOYSA-N
  • Exact Mass: 263.1328882
  • Molecular Formula: C13H18BNO4
  • Molecular Weight: 263.10
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)C(=O)OC
  • Topological: 57.7
  • Monoisotopic Mass: 263.1328882
  • Synonyms: 2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester, 800-407-0, 957065-99-5, Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate, 2-(Methylcarboxy)pyridine-5-boronic acid pinacol ester, 6-(Methoxycarbonyl)pyridine-3-boronic acid pinacol ester, methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate, methyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate, MFCD08063051, Methyl pyridine-5-boronic acid pinacol ester-2-carboxylate, (6-(METHOXYCARBONYL)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER, 6-Methoxycarbonylpyridine-3-boronic acid pinacol ester, SCHEMBL1083587, 2-(Methoxycarbonyl)pyridine-5-boronic acid pinacol ester, DTXSID60674322, IXKFGVRURWXXKX-UHFFFAOYSA-N, Methyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate, 2-(METHYLCARBOXY)PYRIDINE…, AKOS015949375, PB10506, AS-33589, SY078557, DB-080328, CS-0058615, EN300-722367, 2-Methoxycarbonyl-5-pyridineboronic acid pinacol ester, 6-(Methylcarboxy)pyridine-3-boronic acid pinacol ester, Z2037320179, methyl 5-(hydroxy(3-hydroxy-2,3-dimethylbutan-2-yloxy)boryl)picolinate, 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-2-carboxylic acid methyl ester, 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-2-carboxylicacid methyl ester, methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarboxylate

Application

2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester is widely used in palladium-catalyzed cross-coupling reactions to synthesize biaryl compounds for drug discovery and materials science. It serves as a key intermediate in the development of kinase inhibitors and other bioactive molecules targeting heterocyclic architectures. Researchers also employ it in the modification of OLED materials and ligand design for catalytic systems.

Safety and Hazards

GHS Hazard Statements

  • H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (25%)
  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

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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

By purchasing, the buyer agrees to:

  • 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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