3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

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Chemical Name:3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide
CAS No.:1065179-16-9
Molecular Formula:C₂₀H₁₉FN₂O₃S
Molecular Weight:386.447
Hs Code.:

Synonyms:3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

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Chemical Property of 3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

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Technology Process of 3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

There total 11 articles about 3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide 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: 43.0%

: 1065183-82-5
5-bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-1H-indole-7-carboxamide

: 98-80-6
phenylboronic acid

: 1065179-16-9
3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 20 - 100 ℃; Inert atmosphere; Microwave irradiation;

Reference yield:

: 446-10-6
2-nitro-4-fluorotoluene

: 1065179-16-9
3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: N,N-dimethyl-formamide / Inert atmosphere; Reflux

2.1: methanol; water / 1 h / 20 °C / Inert atmosphere

3.1: hydrogen; iron(II) acetate / 5% rhodium-on-charcoal / tetrahydrofuran; toluene / 48 h / 20 °C / 38002.6 Torr / Inert atmosphere

4.1: hydrogenchloride; triethylamine-borane / 1,4-dioxane; water / 20 °C / Inert atmosphere; Reflux

5.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

6.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: N-Bromosuccinimide / dichloromethane / 3 h / 20 °C / Inert atmosphere

8.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

9.1: manganese(IV) oxide / tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

10.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Reflux

10.2: 20 °C / Inert atmosphere; Cooling

11.1: phosphoric acid / acetic acid / 90 °C / Inert atmosphere; Heating

11.2: 17 h / 90 °C / Inert atmosphere

12.1: Oxone; sodium hydrogencarbonate; disodium ethylenediamine tetraacetic acid / 1,2-dimethoxyethane; water / 20 °C / Inert atmosphere

13.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 20 - 100 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; manganese(IV) oxide; Oxone; N-Bromosuccinimide; N,N,N,N,-tetramethylethylenediamine; triethylamine-borane; phosphoric acid; hydrogen; sec.-butyllithium; iron(II) acetate; sodium hydrogencarbonate; potassium carbonate; disodium ethylenediamine tetraacetic acid; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 5% rhodium-on-charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1065183-71-2
5-bromo-6-fluoro-1H-indole-7-carboxylic acid

: 1065179-16-9
3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-6-fluoro-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Reflux

1.2: 20 °C / Inert atmosphere; Cooling

2.1: phosphoric acid / acetic acid / 90 °C / Inert atmosphere; Heating

2.2: 17 h / 90 °C / Inert atmosphere

3.1: Oxone; sodium hydrogencarbonate; disodium ethylenediamine tetraacetic acid / 1,2-dimethoxyethane; water / 20 °C / Inert atmosphere

4.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 20 - 100 °C / Inert atmosphere; Microwave irradiation

With Oxone; phosphoric acid; sodium hydrogencarbonate; potassium carbonate; disodium ethylenediamine tetraacetic acid; 1,1'-carbonyldiimidazole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; acetic acid;