Description

tert-Butyl [(6-Bromopyridin-3-yl)methyl](2-methoxyethyl)carbamate (CAS No. 1123837-28-4) is a high-purity, synthetic organic compound with the molecular formula C₁₄H₂₁BrN₂O₃. This brominated pyridine derivative is a versatile intermediate in pharmaceutical and agrochemical research, offering excellent reactivity for cross-coupling reactions, nucleophilic substitutions, and other synthetic transformations. The compound features a tert-butyl carbamate protecting group and a 2-methoxyethyl side chain, enhancing its stability and solubility in organic solvents. With a molecular weight of 345.23 g/mol, it is supplied as a white to off-white crystalline powder, typically ≥95% pure by HPLC. Ideal for medicinal chemistry, drug discovery, and material science applications, this reagent is rigorously tested for quality and consistency, ensuring reliable performance in demanding synthetic workflows. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 1123837-28-4
• Complexity: 307
• IUPAC Name: tert-butyl N-[(6-bromo-3-pyridyl)methyl]-N-(2-methoxyethyl)carbamate
• InChI: InChI=1S/C14H21BrN2O3/c1-14(2,3)20-13(18)17(7-8-19-4)10-11-5-6-12(15)16-9-11/h5-6,9H,7-8,10H2,1-4H3
• InChI Key: XSWLVMSPIAFKRJ-UHFFFAOYSA-N
• Exact Mass: 344.07356
• Molecular Formula: C14H21BrN2O3
• Molecular Weight: 345.23
• SMILES: CC(C)(C)OC(=O)N(CCOC)CC1=CN=C(C=C1)Br
• Topological: 51.7
• Monoisotopic Mass: 344.07356
• Synonyms: 1123837-28-4, tert-Butyl [(6-Bromopyridin-3-yl)methyl](2-methoxyethyl)carbamate, MFCD32691232, tert-Butyl ((6-bromopyridin-3-yl)methyl)(2-methoxyethyl)carbamate, t-Butyl [(6-bromopyridin-3-yl)methyl](2-methoxyethyl)carbamate, starbld0014172, SCHEMBL109277, XSWLVMSPIAFKRJ-UHFFFAOYSA-N, SY273607, E70287, tert-Butyl(6-bromopyridin-3-yl)methyl(2-methoxyethyl)carbamate, tert-Butyl (6-bromopyridin-3-yl)methyl(2-methoxyethyl)carbamate, tert-butyl N-[(6-bromopyridin-3-yl)methyl]-N-(2-methoxyethyl)carbamate

Application

This compound serves as a key intermediate in the synthesis of biologically active molecules, particularly in the development of pharmaceuticals and agrochemicals. Its bromopyridine moiety enables participation in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions for constructing complex heterocycles. The tert-butyl carbamate group provides a stable protecting strategy for amines during multi-step syntheses. Researchers also utilize it in the preparation of ligands for catalysis and functional materials.

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