5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

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Chemical Name:5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester
CAS No.:1163792-10-6
Molecular Formula:C₂₃H₂₈N₄O₅
Molecular Weight:440.499
Hs Code.:

Synonyms:5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

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Chemical Property of 5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

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Technology Process of 5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

There total 4 articles about 5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl 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: 62.0%

: 1163792-09-3
5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

: 2516-34-9
cyclobutylamine

: 1163792-10-6
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

Guidance literature:: 5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.166667h;

cyclobutylamine; In N,N-dimethyl-formamide; for 0.5h;
DOI:10.1021/jm300771j

Reference yield:

: 1163792-07-1
5-carboxymethoxy-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

: 1163792-10-6
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 2250.23 Torr / Enzymatic reaction

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h

3.2: 0.5 h

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; HATU; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm300771j

Reference yield:

: 27241-29-8
5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

: 1163792-10-6
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 5 h / 2250.23 Torr

3.1: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 2250.23 Torr / Enzymatic reaction

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h

5.2: 0.5 h

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; caesium carbonate; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; HATU; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm300771j