(E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile

Base Information

• Chemical Name: (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile
• CAS No.: 133465-82-4
• Molecular Formula: C₁₇H₁₄N₄O₂
• Molecular Weight: 306.324

Synonyms:(E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile

Chemical Property of (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile

Chemical Property:

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Technology Process of (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile

There total 2 articles about (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile 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: 70.0%

3-Methyl-3H-2-cyanomethylimidazo<4,5-b>pyridine (133465-71-1) + vanillin (121-33-5,8014-42-4) → (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile (133465-82-4)

Guidance literature:

With piperidine; In ethanol; for 1h; Heating;

DOI:10.1002/ardp.19913240212

Reference yield:

3-amino-2-methylaminopyridine (5028-20-6) → (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile (133465-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / 0.33 h / 180 - 185 °C

2: 70 percent / piperidine / ethanol / 1 h / Heating

With piperidine; In ethanol;

DOI:10.1002/ardp.19913240212

Reference yield: 53.0%

(E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile (133465-82-4) → (Z)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-thioacrylamide (133465-86-8)

Guidance literature:

With hydrogen sulfide; In pyridine;

DOI:10.1002/ardp.19913240212

upstream raw materials:

3-Methyl-3H-2-cyanomethylimidazo<4,5-b>pyridine

vanillin

3-amino-2-methylaminopyridine

Downstream raw materials:

(Z)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-thioacrylamide

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