3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

Base Information

Chemical Name:3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide
CAS No.:1065179-27-2
Molecular Formula:C₁₉H₁₈N₂O₃S
Molecular Weight:354.43
Hs Code.:

Synonyms:

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Chemical Property of 3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

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Technology Process of 3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

There total 13 articles about 3-(1,1-dioxidotetrahydrothiophen-3-yl)-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:

: 143262-10-6
1-(tert-butoxycarbonyl)indoline

: 1065179-27-2
3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; cyclohexane / 1.67 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / 16 h / 20 °C / Inert atmosphere

4.1: manganese(IV) oxide / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

5.2: 1 h / Inert atmosphere

5.3: Inert atmosphere

6.1: dmap / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

7.1: urea hydrogen peroxide adduct; trifluoroacetic anhydride / acetonitrile / 0.67 h / 0 - 20 °C / Inert atmosphere

8.1: lithium hydroxide / methanol; water / 0.5 h / 80 °C / Inert atmosphere; Microwave irradiation

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonia / methanol; dichloromethane / 20 °C / Inert atmosphere

10.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation

With dmap; manganese(IV) oxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; ammonia; sec.-butyllithium; urea hydrogen peroxide adduct; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; cyclohexane; water; acetonitrile; 10.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.8b00291

Reference yield:

: 860624-89-1
methyl 5-bromo-1H-indole-7-carboxylate

: 1065179-27-2
3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

1.3: Inert atmosphere

2.1: dmap / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

3.1: urea hydrogen peroxide adduct; trifluoroacetic anhydride / acetonitrile / 0.67 h / 0 - 20 °C / Inert atmosphere

4.1: lithium hydroxide / methanol; water / 0.5 h / 80 °C / Inert atmosphere; Microwave irradiation

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonia / methanol; dichloromethane / 20 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; ammonia; urea hydrogen peroxide adduct; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic anhydride; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.8b00291

Reference yield:

: 1065181-86-3
methyl 5-bromo-3-(tetrahydro-3-thienyl)-1H-indole-7-carboxylate

: 1065179-27-2
3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-phenyl-1H-indole-7-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: dmap / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

2: urea hydrogen peroxide adduct; trifluoroacetic anhydride / acetonitrile / 0.67 h / 0 - 20 °C / Inert atmosphere

3: lithium hydroxide / methanol; water / 0.5 h / 80 °C / Inert atmosphere; Microwave irradiation

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonia / methanol; dichloromethane / 20 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; urea hydrogen peroxide adduct; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic anhydride; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 5: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.8b00291