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Atomfair Methyl 5-bromopyridine-2-carboxylate methyl 5-bromopicolinate C7H6BrNO2 CAS 29682-15-3

Methyl 5-bromopyridine-2-carboxylate (CAS No. 29682-15-3) is a high-purity brominated pyridine derivative with the molecular formula C7H6BrNO2. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features a reactive bromine substituent at the 5-position and an ester group at the 2-position, enabling diverse functionalization via cross-coupling reactions, nucleophilic substitutions, or hydrolysis. Supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), it is ideal for precision applications. Packaged under inert gas to ensure stability, this reagent is compatible with anhydrous conditions and sensitive synthetic protocols. Store in a cool, dry…

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Description

Methyl 5-bromopyridine-2-carboxylate (CAS No. 29682-15-3) is a high-purity brominated pyridine derivative with the molecular formula C7H6BrNO2. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features a reactive bromine substituent at the 5-position and an ester group at the 2-position, enabling diverse functionalization via cross-coupling reactions, nucleophilic substitutions, or hydrolysis. Supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), it is ideal for precision applications. Packaged under inert gas to ensure stability, this reagent is compatible with anhydrous conditions and sensitive synthetic protocols. Store in a cool, dry place away from light and moisture to maintain optimal performance.

Properties

  • CAS Number: 29682-15-3
  • Complexity: 151
  • IUPAC Name: methyl 5-bromopyridine-2-carboxylate
  • InChI: InChI=1S/C7H6BrNO2/c1-11-7(10)6-3-2-5(8)4-9-6/h2-4H,1H3
  • InChI Key: JEURNBCYNWNADN-UHFFFAOYSA-N
  • Exact Mass: 214.95819
  • Molecular Formula: C7H6BrNO2
  • Molecular Weight: 216.03
  • SMILES: COC(=O)C1=NC=C(C=C1)Br
  • Topological: 39.2
  • Monoisotopic Mass: 214.95819
  • Synonyms: Methyl 5-bromopyridine-2-carboxylate, 2-Pyridinecarboxylic acid, 5-bromo-, methyl ester, 681-695-3, 29682-15-3, methyl 5-bromopicolinate, 5-Bromopyridine-2-carboxylic acid methyl ester, MFCD04112493, METHYL 5-BROMO-2-PYRIDINECARBOXYLATE, 5-bromo-pyridine-2-carboxylic acid methyl ester, methyl5-bromopicolinate, 5-bromo-2-pyridinecarboxylic acid methyl ester, SCHEMBL109364, CHEMBL4071031, JEURNBCYNWNADN-UHFFFAOYSA-, DTXSID20426844, JEURNBCYNWNADN-UHFFFAOYSA-N, 5-Bromopicolinic Acid Methyl Ester, BCP27507, CS-D0954, BBL101015, Methyl-5-bromopyridine-2-carboxylate, SBB053856, STL554809, AKOS005256535, methyl 5-bromo-pyridine-2-carboxylate, methyl-5-bromo-2-pyridine carboxylate, AC-1436, FS-2153, PB29312, HY-32778, SY009344, DB-013123, M2614, ST50408672, EN300-127280, methyl 5-bromopyridine-2-carboxylate, AldrichCPR, AC-907/34105003, Z1065600802, InChI=1/C7H6BrNO2/c1-11-7(10)6-3-2-5(8)4-9-6/h2-4H,1H3

Application

Methyl 5-bromopyridine-2-carboxylate serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and ligands for catalysis. It is widely used in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to construct complex heterocyclic scaffolds. Researchers also employ it in the development of kinase inhibitors and other bioactive molecules due to its modular reactivity. Its ester group allows further derivatization to carboxylic acids or amides, expanding its utility in medicinal chemistry.

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 (88.9%): 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. 2A (100%)
  • STOT SE 3 (88.9%)

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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).

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

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  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

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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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