6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

Base Information

• Chemical Name: 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime
• CAS No.: 1435397-62-8
• Molecular Formula: C₂₄H₁₇BrFN₇O₃
• Molecular Weight: 550.346
• Mol file: 1435397-62-8.mol

Synonyms:6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

Chemical Property of 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

There total 6 articles about 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

6-bromo-2-(4-fluorophenyl)-imidazo[1,2-a]pyridine-3-carbaldehyde-O-prop-2-ynyl oxime (1435396-25-0) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime (1435397-62-8)

Guidance literature:

With copper(l) iodide; sodium azide; In ethanol; at 60 - 70 ℃; for 12h; regioselective reaction;

DOI:10.1016/j.bmcl.2013.03.086

Reference yield:

6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde oxime (1435395-83-7) → 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime (1435397-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 25 - 30 °C

2: sodium azide; copper(l) iodide / ethanol / 12 h / 60 - 70 °C

With copper(l) iodide; sodium azide; potassium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.03.086

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime (1435397-62-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethanol / 6 h / Reflux

2.1: trichlorophosphate / 0 - 5 °C

2.2: 6 h / 80 °C

3.1: hydroxylamine hydrochloride; sulfuric acid / ethanol / 4 h / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 25 - 30 °C

5.1: sodium azide; copper(l) iodide / ethanol / 12 h / 60 - 70 °C

With copper(l) iodide; sodium azide; sulfuric acid; hydroxylamine hydrochloride; potassium carbonate; trichlorophosphate; In ethanol; N,N-dimethyl-formamide; 2.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmcl.2013.03.086

upstream raw materials:

6-bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde oxime

6-bromo-2-(4-fluorophenyl)-imidazo[1,2-a]pyridine-3-carbaldehyde-O-prop-2-ynyl oxime

1-bromomethyl-4-nitro-benzene

5-bromo-2-pyridylamine