Benzenesulfonamide, 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)-

Base Information

Chemical Name:Benzenesulfonamide, 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)-
CAS No.:926661-59-8
Molecular Formula:C19H19FN2O2S
Molecular Weight:358.436
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzenesulfonamide, 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)-

Chemical Property:

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Technology Process of Benzenesulfonamide, 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)-

There total 13 articles about Benzenesulfonamide, 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)- 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: 96.0%

: (+/-) 4-fluoro-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)benzenesulfonamide

: 74-88-4
methyl iodide

: 926661-59-8
(+/-) 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)benzenesulfonamide

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.bmcl.2011.03.085

Reference yield:

: 1H-2-indolepropenoic acid ethyl ester

: 926661-59-8
(+/-) 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1: caesium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C

2: palladium on carbon; hydrogen / ethanol / 12 h / 760.05 Torr

3: potassium tert-butylate / tetrahydrofuran / 20 h / 20 °C

4: silica gel / toluene / 2 h / Reflux

5: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 °C

6: triethylamine / dichloromethane / 0.5 h / -40 °C

7: sodium azide / N,N-dimethyl-formamide / 12 h / 60 °C

8: palladium on carbon; hydrogen / methanol / 12 h / 20 °C

9: dmap; triethylamine / dichloromethane / 4 h / 20 °C

10: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; sodium azide; palladium on carbon; potassium tert-butylate; hydrogen; silica gel; sodium hydride; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Dieckmann reaction;
DOI:10.1016/j.bmcl.2011.03.085

Reference yield:

: 24621-70-3
2-(hydroxymethyl)indole

: 926661-59-8
(+/-) 4-fluoro-N-methyl-N-(6,7,8,9-tetrahydropyrido[1,2-a]indol-7-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 12 steps

1: manganese(IV) oxide / dichloromethane / 3 h / 20 °C

2: dichloromethane / 12 h / 20 °C

3: caesium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C

4: palladium on carbon; hydrogen / ethanol / 12 h / 760.05 Torr

5: potassium tert-butylate / tetrahydrofuran / 20 h / 20 °C

6: silica gel / toluene / 2 h / Reflux

7: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 °C

8: triethylamine / dichloromethane / 0.5 h / -40 °C

9: sodium azide / N,N-dimethyl-formamide / 12 h / 60 °C

10: palladium on carbon; hydrogen / methanol / 12 h / 20 °C

11: dmap; triethylamine / dichloromethane / 4 h / 20 °C

12: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

With dmap; manganese(IV) oxide; sodium tetrahydroborate; sodium azide; palladium on carbon; potassium tert-butylate; hydrogen; silica gel; sodium hydride; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2: Wittig reaction / 5: Dieckmann reaction;
DOI:10.1016/j.bmcl.2011.03.085