Technology Process of 1-cyclohexyl-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-h][1,6]naphthyridine
There total 10 articles about 1-cyclohexyl-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-h][1,6]naphthyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
3.1: butan-1-ol / 16 h / 110 °C
4.1: diisobutylaluminium hydride / toluene / 2 h / -78 - 20 °C
5.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
6.1: potassium tert-butylate / tetrahydrofuran / 16 h / 0 - 20 °C
7.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1.5 h / 20 °C
8.1: hydrogenchloride / ethanol; water / 2 h / 40 °C
8.2: 2 h / 0 °C
9.1: sodium hydroxide / water; 1,4-dioxane / 48 h / 100 °C
With
hydrogenchloride; manganese(IV) oxide; palladium 10% on activated carbon; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; toluene; butan-1-ol;
6.1: |Wittig Olefination;
DOI:10.1016/j.bmcl.2012.11.108
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sec.-butyllithium / tetrahydrofuran / 0.67 h / -78 - 20 °C
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
4.1: butan-1-ol / 16 h / 110 °C
5.1: diisobutylaluminium hydride / toluene / 2 h / -78 - 20 °C
6.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
7.1: potassium tert-butylate / tetrahydrofuran / 16 h / 0 - 20 °C
8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1.5 h / 20 °C
9.1: hydrogenchloride / ethanol; water / 2 h / 40 °C
9.2: 2 h / 0 °C
10.1: sodium hydroxide / water; 1,4-dioxane / 48 h / 100 °C
With
hydrogenchloride; manganese(IV) oxide; palladium 10% on activated carbon; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; sodium hydride; diisobutylaluminium hydride; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; toluene; butan-1-ol;
7.1: |Wittig Olefination;
DOI:10.1016/j.bmcl.2012.11.108