5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide

Base Information

• Chemical Name: 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide
• CAS No.: 1443159-65-6
• Molecular Formula: C₁₉H₁₉N₅O₂
• Molecular Weight: 349.392

Synonyms:5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide

Chemical Property of 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide

Chemical Property:

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Technology Process of 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide

There total 4 articles about 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide 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: 16.0%

1-(4'-((1H(2H)-tetrazol-5-yl)methyl)biphenyl-3-yl)ethanone + N,N-Dimethylcarbamoyl chloride (79-44-7) → 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (1443159-54-3) + 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide (1443159-65-6)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃;

DOI:10.1016/j.ejmech.2013.02.005

Reference yield:

4-iodophenylacetonitrile (51628-12-7) → 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (1443159-54-3) + 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide (1443159-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate; potassium bromide / 1,4-dioxane / 85 °C / Inert atmosphere

2.1: azido tributyltin (IV) / 1,4-dioxane / Reflux

2.2: 20 °C

3.1: triethylamine / acetonitrile / 0 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; azido tributyltin (IV); potassium bromide; In 1,4-dioxane; acetonitrile; 1.1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.ejmech.2013.02.005

Reference yield:

3-acetylphenylboronic acid → 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (1443159-54-3) + 5-((3'-acetylbiphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide (1443159-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate; potassium bromide / 1,4-dioxane / 85 °C / Inert atmosphere

2.1: azido tributyltin (IV) / 1,4-dioxane / Reflux

2.2: 20 °C

3.1: triethylamine / acetonitrile / 0 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; azido tributyltin (IV); potassium bromide; In 1,4-dioxane; acetonitrile; 1.1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.ejmech.2013.02.005

upstream raw materials:

4-iodophenylacetonitrile

2-(3'-acetylbiphenyl-4-yl)acetonitrile

N,N-Dimethylcarbamoyl chloride

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