Description

Ethyl 6-Bromopicolinate (CAS No. 21190-88-5) is a high-purity brominated pyridine derivative with the molecular formula C₈H₈BrNO₂. This compound, also known as ethyl 6-bromopyridine-2-carboxylate, is a versatile building block in organic synthesis and pharmaceutical research. It features a reactive bromine substituent at the 6-position of the pyridine ring and an ester group at the 2-position, making it ideal for cross-coupling reactions, nucleophilic substitutions, and further functionalization. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC) and is supplied in sealed packaging under inert conditions to guarantee stability. Suitable for use in medicinal chemistry, agrochemical development, and material science applications.

Properties

• CAS Number: 21190-88-5
• Complexity: 163
• IUPAC Name: ethyl 6-bromopyridine-2-carboxylate
• InChI: InChI=1S/C8H8BrNO2/c1-2-12-8(11)6-4-3-5-7(9)10-6/h3-5H,2H2,1H3
• InChI Key: OONBOXSIWCBAHZ-UHFFFAOYSA-N
• Exact Mass: 228.97384
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.06
• SMILES: CCOC(=O)C1=NC(=CC=C1)Br
• Topological: 39.2
• Monoisotopic Mass: 228.97384
• Synonyms: ethyl 6-bromopicolinate, 673-818-4, 21190-88-5, ethyl 6-bromopyridine-2-carboxylate, 6-Bromopyridine-2-carboxylic acid ethyl ester, Ethyl 6-bromo-2-pyridinecarboxylate, 6-Bromopicolinic Acid Ethyl Ester, ethyl-6-bromo-2-pyridinecarboxylate, MFCD04116913, 6-bromo-pyridine-2-carboxylic acid ethyl ester, 2-Pyridinecarboxylic acid, 6-bromo-, ethyl ester, ethyl-6-bromopicolinate, ethyl6-bromopyridine-2-carboxylate, ethyl6-bromopicolinate, 2-Bromo-pyridine-6-carboxylicacidethylester, Ethyl 6-Bromo-2-picolinate, SCHEMBL198054, DTXSID00374495, ethyl-6-bromopyridine-2-carboxylate, SBB065220, AKOS015834714, AC-4401, CS-W003195, AS-12175, SY004812, DB-013016, E0826, ST51042045, 2-Bromo-6-pyridine-carboxylic acid ethyl ester, EN300-1232727, ethyl 6-bromopicolinate,6-bromopyridine-2-ethyl formate, Z1209388585, Ethyl 6-bromopicolinate,6-bromopyridine-2-ethyl formateethyl 6-bromopicolinate,6-bromopyridine-2-ethyl formate

Application

Ethyl 6-Bromopicolinate serves as a key intermediate in the synthesis of pharmaceuticals, ligands, and fine chemicals. It is widely used in Suzuki-Miyaura and Stille cross-coupling reactions to construct biaryl systems. Researchers employ it in the development of kinase inhibitors and other bioactive molecules due to its reactive bromine moiety. The ester group also allows for hydrolysis or transesterification to access carboxylic acid derivatives.

Safety and Hazards

GHS Hazard Statements

• H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (80%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (40%)
• Acute Tox. 4 (20%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (20%)
• STOT SE 3 (80%)

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