Technology Process of 4-(4-(2-((2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)ethyl)piperazin-1-yl)[1,1′-biphenyl]-3-ol
There total 9 articles about 4-(4-(2-((2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)ethyl)piperazin-1-yl)[1,1′-biphenyl]-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen bromide;
In
water;
Inert atmosphere;
Reflux;
DOI:10.1021/jm401883v
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: bromine / dichloromethane / 2 h / 0 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere
3.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; ethanol; 1,2-dimethoxyethane / 2 h / 95 °C / Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere
5.1: potassium carbonate / acetonitrile / 12 h / Inert atmosphere; Reflux
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere
7.2: 1.33 h / 20 °C / Inert atmosphere
8.1: sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 20 °C / Inert atmosphere
9.1: hydrogen bromide / water / Inert atmosphere; Reflux
With
tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen bromide; bromine; sodium tris(acetoxy)borohydride; sodium carbonate; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetonitrile;
3.1: |Suzuki Coupling / 7.1: |Swern Oxidation / 7.2: |Swern Oxidation;
DOI:10.1021/jm401883v
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere
2.2: 1.33 h / 20 °C / Inert atmosphere
3.1: sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 20 °C / Inert atmosphere
4.1: hydrogen bromide / water / Inert atmosphere; Reflux
With
oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen bromide; sodium tris(acetoxy)borohydride; dimethyl sulfoxide;
In
tetrahydrofuran; dichloromethane; water;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/jm401883v