5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester
• CAS No.: 692259-01-1
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.374
• Mol file: 692259-01-1.mol

Synonyms:5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Chemical Property of 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

There total 1 articles about 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester 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: 71.0%

2-Bromo-4'-phenylacetophenone (135-73-9) + 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (52867-42-2) → 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (692259-01-1)

Guidance literature:

5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

2-Bromo-4'-phenylacetophenone; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/jm031104y

Reference yield:

5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (692259-01-1) → 5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid tert-butyl ester (692259-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / aq. LiOH / tetrahydrofuran; methanol / 1 h / 20 °C

2: BTEAC; K₂CO₃ / dimethylformamide / 24 h / 55 °C

With lithium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm031104y

Reference yield:

5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (692259-01-1) → 5-(2-biphenyl-4-yl-4-methylene-5-oxo-tetrahydro-furan-2-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid (692259-29-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / aq. LiOH / tetrahydrofuran; methanol / 1 h / 20 °C

2: BTEAC; K₂CO₃ / dimethylformamide / 24 h / 55 °C

3: 400 mg / Zn; hydroquinone / tetrahydrofuran / 24 h / Heating

4: 95 percent / CF₃COOH / CH₂Cl₂ / 3 h / 20 °C

With lithium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; hydroquinone; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3: Reformatsky-type condensation;

DOI:10.1021/jm031104y

upstream raw materials:

2-Bromo-4'-phenylacetophenone

5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

Downstream raw materials:

5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid tert-butyl ester

5-(2-biphenyl-4-yl-4-methylene-5-oxo-tetrahydro-furan-2-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid

5-(2-biphenyl-4-yl-4-methylene-5-oxotetrahydrofuran-2-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid tert-butyl ester