ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate
• CAS No.: 1440808-03-6
• Molecular Formula: C₂₀H₂₁Cl₂N₃O₃
• Molecular Weight: 422.311

Synonyms:ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property of ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property:

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Technology Process of ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate

There total 3 articles about ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate 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: 55.0%

1-Bromopentane (110-53-2) + ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylate (1440808-89-8) → ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate (1440808-03-6)

Guidance literature:

ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylate; With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

1-Bromopentane; In N,N-dimethyl-formamide; at 80 - 100 ℃;

DOI:10.1021/jm400182t

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate (1440808-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 4 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

2.2: 80 - 100 °C

With potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm400182t

Reference yield:

5-(2,6-dichloro-phenyl)-2H-pyrazol-3-ylamine (1028843-12-0) → ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylate (1440808-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 4 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

2.2: 80 - 100 °C

With potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm400182t

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

1-Bromopentane

ethyl 2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylate

5-(2,6-dichloro-phenyl)-2H-pyrazol-3-ylamine

Downstream raw materials:

2-(2,6-dichlorophenyl)-4,7-dihydro-7-oxo-4-pentylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

C₂₈H₃₂Cl₂N₄O₂

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