Technology Process of 4-((6bR,10aS)-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 15 articles about 4-((6bR,10aS)-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.
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synthetic route:
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313368-82-0
4-((6bR,10aS)-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
- Guidance literature:
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313368-82-0
4-((6bR,10aS)-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
- Guidance literature:
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Multi-step reaction with 8 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: 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; diethylamine / Resolution of racemate
With
hydrogenchloride; borane-THF; sodium cyanoborohydride; acetic acid; triethylamine; trifluoroacetic acid; potassium iodide; potassium hydroxide; zinc; sodium nitrite;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; diethylamine; toluene; butan-1-ol;
3.1: |Fischer Indole Synthesis;
DOI:10.1021/jm401958n
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313368-82-0
4-((6bR,10aS)-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
- Guidance literature:
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Multi-step reaction with 7 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: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux
4.2: 0.5 h / Reflux; Inert atmosphere
5.1: potassium hydroxide / butan-1-ol / 5 h / Reflux
6.1: triethylamine; potassium iodide / 1,4-dioxane; toluene / 7 h / Reflux
7.1: Chiral AD-H / ethanol; diethylamine / Resolution of racemate
With
hydrogenchloride; borane-THF; sodium cyanoborohydride; acetic acid; triethylamine; trifluoroacetic acid; potassium iodide; potassium hydroxide; zinc;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; diethylamine; toluene; butan-1-ol;
2.1: |Fischer Indole Synthesis;
DOI:10.1021/jm401958n