(2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide

Base Information

• Chemical Name: (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide
• CAS No.: 1620893-82-4
• Molecular Formula: C₄₈H₅₆N₄O₁₀
• Molecular Weight: 848.993

Synonyms:(2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide

Chemical Property of (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide

Chemical Property:

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Technology Process of (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide

There total 8 articles about (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide 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: 50.0%

4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-amine (1620893-70-0) + (E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride (10263-19-1,89652-61-9) → (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide (1620893-82-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.06.016

Reference yield:

4-Diethylaminobenzaldehyde (120-21-8) → (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide (1620893-82-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

1.2: 24 h / 25 °C / Inert atmosphere

2.1: triethylsilane; boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / 0 - 60 °C / Inert atmosphere

3.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

3.2: 12 h / 25 °C / Inert atmosphere

4.1: tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

5.1: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 24 h / 50 °C / 30402 Torr

6.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 25 °C

6.2: 1 h / -78 - 25 °C

7.1: sodium tetrahydroborate / methanol / 12 h / 0 - 25 °C

8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere

With triethylsilane; sodium tetrahydroborate; n-butyllithium; palladium 10% on activated carbon; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.ejmech.2014.06.016

Reference yield:

N,N-diethyl-4-((4-iodo-1-methyl-1H-imidazol-5-yl)methyl)benzenamine (1620893-60-8) → (2E)-N-(4-(3,4-dimethoxybenzyl)-5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)-N-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)acrylamide (1620893-82-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

1.2: 12 h / 25 °C / Inert atmosphere

2.1: tetrahydrofuran / 12 h / 25 °C / Inert atmosphere

3.1: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 24 h / 50 °C / 30402 Torr

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 - 25 °C

4.2: 1 h / -78 - 25 °C

5.1: sodium tetrahydroborate / methanol / 12 h / 0 - 25 °C

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; palladium 10% on activated carbon; ethylmagnesium bromide; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.ejmech.2014.06.016

upstream raw materials:

4-Diethylaminobenzaldehyde

(4-(diethylamino)phenyl)(4-iodo-1-methyl-1H-imidazol-5-yl)methanol

N,N-diethyl-4-((4-iodo-1-methyl-1H-imidazol-5-yl)methyl)benzenamine

5-(4-(diethylamino)benzyl)-1-methyl-1H-imidazole-4-carbaldehyde

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