Technology Process of (rac)-N,N-dibenzyl-3-chloro-3-(1-chloro-6,7-dihydro-5H-cyclopenta[c]pyridine-3-yl)propan-1-amine
There total 5 articles about (rac)-N,N-dibenzyl-3-chloro-3-(1-chloro-6,7-dihydro-5H-cyclopenta[c]pyridine-3-yl)propan-1-amine 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:
- Guidance literature:
-
N,N-dibenzyl-3-(1-chloro-6,7-dihydro-5H-cyclopenta[c]pyridine-3-yl)-propan-1-amine;
With
n-butyllithium; potassium tert-butylate;
In
diethyl ether; hexane;
at -75 ℃;
for 1h;
Inert atmosphere;
With
hexachloroethane;
In
diethyl ether; hexane;
at -75 ℃;
for 1h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / 1,2-dichloro-ethane / 20.5 h / 0 - 20 °C / Inert atmosphere
2.1: dimethylsulfide borane complex / tetrahydrofuran / 60 °C / Inert atmosphere
2.2: 3 h / 20 - 70 °C
2.3: 0 °C / pH > 11
3.1: triethylamine / hexane; acetonitrile
4.1: n-butyllithium; 2-(N,N-dimethylamino)ethanol / hexane; diethyl ether / 0.5 h / -65 °C / Inert atmosphere
4.2: 0.5 h / -75 °C
5.1: potassium tert-butylate; n-butyllithium / hexane; diethyl ether / 1 h / -75 °C / Inert atmosphere
5.2: 1 h / -75 °C / Inert atmosphere
With
n-butyllithium; 2-(N,N-dimethylamino)ethanol; dimethylsulfide borane complex; potassium tert-butylate; triethylamine;
chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II);
In
tetrahydrofuran; diethyl ether; hexane; 1,2-dichloro-ethane; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: dimethylsulfide borane complex / tetrahydrofuran / 60 °C / Inert atmosphere
1.2: 3 h / 20 - 70 °C
1.3: 0 °C / pH > 11
2.1: triethylamine / hexane; acetonitrile
3.1: n-butyllithium; 2-(N,N-dimethylamino)ethanol / hexane; diethyl ether / 0.5 h / -65 °C / Inert atmosphere
3.2: 0.5 h / -75 °C
4.1: potassium tert-butylate; n-butyllithium / hexane; diethyl ether / 1 h / -75 °C / Inert atmosphere
4.2: 1 h / -75 °C / Inert atmosphere
With
n-butyllithium; 2-(N,N-dimethylamino)ethanol; dimethylsulfide borane complex; potassium tert-butylate; triethylamine;
In
tetrahydrofuran; diethyl ether; hexane; acetonitrile;