1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

Base Information

Chemical Name:1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone
CAS No.:1369853-09-7
Molecular Formula:C₂₂H₁₉F₃N₂O
Molecular Weight:384.401
Hs Code.:

Synonyms:1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

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Chemical Property of 1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

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Technology Process of 1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

There total 7 articles about 1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone 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: 76.0%

: 1369853-03-1
(E)-3-{1-benzyl-3-[2-(2,2,2-trifluoroacetamido)ethyl]-1H-indol-2-yl}allyl methyl carbonate

: 1369853-09-7
1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

Guidance literature:: With caesium carbonate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;
DOI:10.1055/s-0031-1289656

Reference yield:

: 61-54-1
tryptamine

: 1369853-09-7
1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 50 °C / Inert atmosphere

1.2: 1 h / 50 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / N,N-dimethyl-formamide / 16 h / 75 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 16 h / 0 - 21 °C / Inert atmosphere

6.1: caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; sodium hydride; caesium carbonate; lithium chloride; In 1,4-dioxane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 4.1: Stille coupling;
DOI:10.1055/s-0031-1289656

Reference yield:

: 1369852-94-7
(E)-N-{2-[1-benzyl-2-(3-hydroxyprop-1-enyl)-1H-indol-3-yl]ethyl}-2,2,2-trifluoroacetamide

: 1369853-09-7
1-{9-benzyl-1-vinyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl}-2,2,2-trifluoroethanone

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 16 h / 0 - 21 °C / Inert atmosphere

2: caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With pyridine; caesium carbonate; In 1,4-dioxane; dichloromethane;
DOI:10.1055/s-0031-1289656