(E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide

Base Information

• Chemical Name: (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide
• CAS No.: 86886-32-0
• Molecular Formula: C₁₈H₁₉BrN₄O₄
• Molecular Weight: 435.277

Synonyms:(E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide

Chemical Property of (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide

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Technology Process of (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide

There total 3 articles about (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-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: 56.0%

3-Amino-N-(4-bromo-benzyl)-propionamide (86886-36-4) + (E)-3-(2,4-Dihydroxy-6-methyl-pyrimidin-5-yl)-acrylic acid (28277-67-0) → (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide (86886-32-0)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In N,N-dimethyl-formamide; at 35 ℃; for 24h;

DOI:10.1021/jm00365a003

Reference yield:

4-Bromobenzylamine (3959-07-7) → (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide (86886-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / CH₂Cl₂ / 4 h / Ambient temperature

2: trifluoroacetic acid / 0.5 h / Ambient temperature

3: 56 percent / N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline(EEDQ) / dimethylformamide / 24 h / 35 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00365a003

Reference yield:

[2-(4-Bromo-benzylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (86886-40-0) → (E)-N-[2-(4-Bromo-benzylcarbamoyl)-ethyl]-3-(2,4-dihydroxy-6-methyl-pyrimidin-5-yl)-acrylamide (86886-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 0.5 h / Ambient temperature

2: 56 percent / N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline(EEDQ) / dimethylformamide / 24 h / 35 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm00365a003

upstream raw materials:

3-Amino-N-(4-bromo-benzyl)-propionamide

(E)-3-(2,4-Dihydroxy-6-methyl-pyrimidin-5-yl)-acrylic acid

4-Bromobenzylamine

[2-(4-Bromo-benzylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

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