2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

Base Information

Chemical Name:2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide
CAS No.:1408313-96-1
Molecular Formula:C₂₀H₁₉ClF₃N₃O₄S
Molecular Weight:489.903
Hs Code.:

Synonyms:2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

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Chemical Property of 2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

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Technology Process of 2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

There total 9 articles about 2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide 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: 26.5%

: 1408313-97-2
(6R,7aR)-6-Bromo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one

: 6961-82-6
2-chlorobenzenesulfonamide

: 1408313-96-1
2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

Reference yield:

: 350-46-9,178603-76-4
4-Fluoronitrobenzene

: 1408313-96-1
2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / N,N-dimethyl-formamide; oil / 0.5 h / 0 °C

1.2: 2 h / 5 - 20 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 0 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / dichloromethane / 0.17 h / Inert atmosphere

3.2: 0.17 h / 10 °C

4.1: sodium carbonate / tetrahydrofuran / 0.25 h

4.2: 2 h / 20 °C

5.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Cooling with ice

6.1: lithium borohydride / tetrahydrofuran / 2 h / 0 °C

6.2: 0 °C

7.1: triethylamine; methanesulfonyl chloride / dichloromethane / 12 h / 0 - 20 °C

7.2: 1 h / 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

9.1: carbon tetrabromide; triphenylphosphine / acetonitrile / 12 h / 20 °C

10.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

With 1H-imidazole; lithium borohydride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; oil;

Reference yield:

: 62149-35-3
1-(2,2,2-trifluoroethoxy)-4-nitrobenzene

: 1408313-96-1
2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 0 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / dichloromethane / 0.17 h / Inert atmosphere

2.2: 0.17 h / 10 °C

3.1: sodium carbonate / tetrahydrofuran / 0.25 h

3.2: 2 h / 20 °C

4.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Cooling with ice

5.1: lithium borohydride / tetrahydrofuran / 2 h / 0 °C

5.2: 0 °C

6.1: triethylamine; methanesulfonyl chloride / dichloromethane / 12 h / 0 - 20 °C

6.2: 1 h / 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

8.1: carbon tetrabromide; triphenylphosphine / acetonitrile / 12 h / 20 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

With 1H-imidazole; lithium borohydride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;