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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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