Technology Process of 4-bromo-N-(1,7-dimethyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-6-yl)benzamide
There total 6 articles about 4-bromo-N-(1,7-dimethyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-6-yl)benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-tetrahydropyranmethylamine; 4-bromo-N-(2-formyl-1,7-dimethyl-1H-indol-6-yl)benzamide;
With
acetic acid;
In
ISOPROPYLAMIDE;
at 20 ℃;
for 1h;
With
sodium tris(acetoxy)borohydride;
In
ISOPROPYLAMIDE;
at 20 ℃;
for 13h;
With
sodium hydroxide;
In
ISOPROPYLAMIDE; water;
at 0 ℃;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0.5 h / -10 - -5 °C
1.2: 0.17 h / -6 - 2 °C
1.3: 1 h / 0 °C
2.1: methanesulfonic acid; Eaton′s Reagent / toluene / 0.33 h / 80 °C
3.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1.5 h / 0 - 20 °C
4.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr
5.1: triethylamine / 1-methyl-pyrrolidin-2-one / 72 h / 0 - 20 °C
6.1: lithium borohydride / tetrahydrofuran / 14 h / 40 °C
6.2: 0 °C
7.1: manganese(IV) oxide / tetrahydrofuran / 24 h / 20 °C / Reflux
8.1: acetic acid / ISOPROPYLAMIDE / 1 h / 20 °C
8.2: 13 h / 20 °C
8.3: 0 °C
With
hydrogenchloride; manganese(IV) oxide; lithium borohydride; methanesulfonic acid; Eaton′s Reagent; hydrogen; sodium hydride; acetic acid; triethylamine; sodium nitrite;
palladium-on-charcoal;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ISOPROPYLAMIDE; Pionier 2076; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr
2.1: triethylamine / 1-methyl-pyrrolidin-2-one / 72 h / 0 - 20 °C
3.1: lithium borohydride / tetrahydrofuran / 14 h / 40 °C
3.2: 0 °C
4.1: manganese(IV) oxide / tetrahydrofuran / 24 h / 20 °C / Reflux
5.1: acetic acid / ISOPROPYLAMIDE / 1 h / 20 °C
5.2: 13 h / 20 °C
5.3: 0 °C
With
manganese(IV) oxide; lithium borohydride; hydrogen; acetic acid; triethylamine;
palladium-on-charcoal;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ISOPROPYLAMIDE; ethyl acetate;
