Atomfair Ethyl 2-amino-5-bromopyridine-3-carboxylate C8H9BrN2O2 CAS 433226-06-3

Ethyl 2-amino-5-bromopyridine-3-carboxylate (CAS No. 433226-06-3) is a high-purity brominated pyridine derivative with the molecular formula C8H9BrN2O2. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features an ethyl ester group at the 3-position and an amino group at the 2-position of the pyridine ring, with a bromine substituent at the 5-position, enabling diverse functionalization. Suitable for cross-coupling reactions, nucleophilic substitutions, and heterocyclic chemistry, this reagent is rigorously tested for quality (HPLC, NMR) to ensure optimal performance. Packaged under inert conditions to maintain stability.

Description

Ethyl 2-amino-5-bromopyridine-3-carboxylate (CAS No. 433226-06-3) is a high-purity brominated pyridine derivative with the molecular formula C8H9BrN2O2. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features an ethyl ester group at the 3-position and an amino group at the 2-position of the pyridine ring, with a bromine substituent at the 5-position, enabling diverse functionalization. Suitable for cross-coupling reactions, nucleophilic substitutions, and heterocyclic chemistry, this reagent is rigorously tested for quality (HPLC, NMR) to ensure optimal performance. Packaged under inert conditions to maintain stability.

Properties

  • CAS Number: 433226-06-3
  • Complexity: 189
  • IUPAC Name: ethyl 2-amino-5-bromo-pyridine-3-carboxylate
  • InChI: InChI=1S/C8H9BrN2O2/c1-2-13-8(12)6-3-5(9)4-11-7(6)10/h3-4H,2H2,1H3,(H2,10,11)
  • InChI Key: QGADVECLXFPSOE-UHFFFAOYSA-N
  • Exact Mass: 243.98474
  • Molecular Formula: C8H9BrN2O2
  • Molecular Weight: 245.07
  • SMILES: CCOC(=O)C1=C(N=CC(=C1)Br)N
  • Topological: 65.2
  • Monoisotopic Mass: 243.98474
  • Synonyms: 433226-06-3, ethyl 2-amino-5-bromopyridine-3-carboxylate, DTXSID20594698, DTXCID00545461, Ethyl 2-amino-5-bromonicotinate, MFCD08276943, Ethyl2-amino-5-bromonicotinate, SCHEMBL1887152, ethyl-2-amino-5-bromonicotinate, QGADVECLXFPSOE-UHFFFAOYSA-N, BCP11495, SBB099943, AKOS005069370, SY104205, DB-070423, CS-0041495, EN300-6511142, 10Z-0715

Application

Ethyl 2-amino-5-bromopyridine-3-carboxylate serves as a key intermediate in the synthesis of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its bromine moiety facilitates palladium-catalyzed couplings (e.g., Suzuki, Heck) for constructing complex heterocycles. Researchers also utilize it in medicinal chemistry to modify drug scaffolds or introduce pyridine-based pharmacophores. The ethyl ester group allows further derivatization via hydrolysis or amidation.

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