4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

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Chemical Name:4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone
CAS No.:313368-93-3
Molecular Formula:C₂₅H₃₀FN₃O
Molecular Weight:407.531
Hs Code.:

Synonyms:

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Chemical Property of 4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

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Technology Process of 4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

There total 16 articles about 4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone 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:

: 53374-52-0
1-nitroso-3-keto-1,2,3,4-tetrahydroquinoxaline

: 313368-93-3
4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

: C₂₅H₃₀FN₃O

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetic acid; zinc / 5 - 20 °C

2.1: acetic acid; hydrogenchloride / diethyl ether / 1 h / 100 °C

3.1: sodium cyanoborohydride; trifluoroacetic acid / 0.5 h / 0 - 20 °C

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere; Cooling with ice

5.1: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5.2: 0.5 h / Reflux; Inert atmosphere

6.1: potassium hydroxide / butan-1-ol / 5 h / Reflux

7.1: triethylamine; potassium iodide / 1,4-dioxane; toluene / 7 h / Reflux

8.1: Chiral AD-H / ethanol / Resolution of racemate

With hydrogenchloride; borane-THF; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; trifluoroacetic acid; potassium iodide; potassium hydroxide; zinc; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; mineral oil; butan-1-ol; 2.1: |Fischer Indole Synthesis;
DOI:10.1021/jm401958n

Reference yield:

: C₁₅H₂₁N₃

: 313368-93-3
4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

: C₂₅H₃₀FN₃O

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; potassium iodide / 1,4-dioxane; toluene / 7 h / Reflux

2: Chiral AD-H / ethanol / Resolution of racemate

With triethylamine; potassium iodide; In 1,4-dioxane; ethanol; toluene;
DOI:10.1021/jm401958n

Reference yield:

: 59564-59-9
1,2,3,4-tetrahydroquinoxalin-2-one

: 313368-93-3
4-((6bR,10aS)-3-ethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone

: C₂₅H₃₀FN₃O

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium nitrite; acetic acid / water / 1 h / 0 - 5 °C

2.1: acetic acid; zinc / 5 - 20 °C

3.1: acetic acid; hydrogenchloride / diethyl ether / 1 h / 100 °C

4.1: sodium cyanoborohydride; trifluoroacetic acid / 0.5 h / 0 - 20 °C

5.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / Inert atmosphere

5.2: 1 h / 20 °C / Inert atmosphere; Cooling with ice

6.1: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

6.2: 0.5 h / Reflux; Inert atmosphere

7.1: potassium hydroxide / butan-1-ol / 5 h / Reflux

8.1: triethylamine; potassium iodide / 1,4-dioxane; toluene / 7 h / Reflux

9.1: Chiral AD-H / ethanol / Resolution of racemate

With hydrogenchloride; borane-THF; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; trifluoroacetic acid; potassium iodide; potassium hydroxide; zinc; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil; butan-1-ol; 3.1: |Fischer Indole Synthesis;
DOI:10.1021/jm401958n