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

Base Information

Chemical Name:8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime
CAS No.:1435396-52-3
Molecular Formula:C₂₅H₂₁N₇O₃
Molecular Weight:467.487
Hs Code.:

Synonyms:8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

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Chemical Property of 8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

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Technology Process of 8-methyl-2-phenyl-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 8-methyl-2-phenyl-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: 80.0%

: 1435395-97-3
8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-prop-2-ynyl oxime

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 1435396-52-3
8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

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:

: 885-89-2
8-methyl-2-phenylimidazo[1,2-a]pyridine

: 1435396-52-3
8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / 0 - 5 °C

1.2: 6 h / 80 °C

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

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

4.1: 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; 1.1: |Vilsmeier-Haack Formylation;
DOI:10.1016/j.bmcl.2013.03.086

Reference yield:

: 1603-40-3
3-methylpyridin-2-ylamine

: 1435396-52-3
8-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carbaldehyde-O-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl oxime

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