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

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Chemical Name:5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid
CAS No.:1163792-11-7
Molecular Formula:C₂₁H₂₄N₄O₅
Molecular Weight:412.445
Hs Code.:

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

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

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

There total 4 articles about 5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid 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: 77.0%

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

: 1163792-11-7
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 4h;
DOI:10.1021/jm300771j

Reference yield:

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

: 1163792-11-7
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: sodium hydroxide / tetrahydrofuran; water / 4 h / 0 °C

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

Reference yield:

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

: 1163792-11-7
5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: sodium hydroxide / tetrahydrofuran; water / 4 h / 0 °C

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