2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

Base Information

Chemical Name:2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide
CAS No.:1351565-72-4
Molecular Formula:C₂₆H₂₃ClF₃N₅O₅S₂
Molecular Weight:642.079
Hs Code.:

2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

Synonyms:2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

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Chemical Property of 2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

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Technology Process of 2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

There total 9 articles about 2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide 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: 54.0%

: 4108-88-7
(2S)-1-pyrrolidinesulfonamide

: 1351565-63-3
[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]aceticacid

: 1351565-72-4
2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

Guidance literature:: [(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]aceticacid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran;

(2S)-1-pyrrolidinesulfonamide; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 1.5h;
DOI:10.1016/j.ejmech.2017.07.015

Reference yield:

: 552331-16-5
5-bromo-3-methyl-1H-indazole

: 1351565-72-4
2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / 1 h

2.1: palladium diacetate; sodium carbonate / N,N-dimethyl acetamide / 3 h / 105 °C / Inert atmosphere

3.1: formic acid / water / 3 h / Reflux

4.1: ammonium acetate; acetic acid / 12 h / 110 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran

7.2: 1.5 h

With formic acid; ammonium acetate; tetrabutylammomium bromide; palladium diacetate; sodium carbonate; potassium carbonate; acetic acid; 1,1'-carbonyldiimidazole; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2017.07.015

Reference yield:

: 5-bromo-1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazole

: 1351565-72-4
2-[(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-3-methyl-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(pyrrolidin-1-ylsulfonyl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium diacetate; sodium carbonate / N,N-dimethyl acetamide / 3 h / 105 °C / Inert atmosphere

2.1: formic acid / water / 3 h / Reflux

3.1: ammonium acetate; acetic acid / 12 h / 110 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

6.1: 1,1'-carbonyldiimidazole / tetrahydrofuran

6.2: 1.5 h

With formic acid; ammonium acetate; palladium diacetate; sodium carbonate; potassium carbonate; acetic acid; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2017.07.015