Technology Process of 3-chloro-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-methoxyquinolin-5-amine
There total 7 articles about 3-chloro-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-methoxyquinolin-5-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
1.2: 2.15 h / -78 °C
2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
3.1: sulfuric acid; nitric acid / 2.3 h / 0 °C
4.1: tetrakis(triphenylphosphine) palladium(0); dimethyl zinc(II) / water; ethanol; toluene / 2 h / 100 °C
5.1: ammonium chloride; iron / water; ethanol / 1 h / Reflux
6.1: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 4.5 h / 20 °C
7.1: N-iodo-succinimide / N,N-dimethyl-formamide / 0 - 20 °C
8.1: copper(I) bromide / ethyl acetate; methanol / 3 h / Reflux
With
N-iodo-succinimide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; sulfuric acid; dimethyl zinc(II); nitric acid; sodium tris(acetoxy)borohydride; iron; ammonium chloride; acetic acid; diisopropylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
4.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2012.09.028
DOI:10.1016/j.bmc.2012.09.028
- Guidance literature:
-
Multi-step reaction with 7 steps
1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
2: sulfuric acid; nitric acid / 2.3 h / 0 °C
3: tetrakis(triphenylphosphine) palladium(0); dimethyl zinc(II) / water; ethanol; toluene / 2 h / 100 °C
4: ammonium chloride; iron / water; ethanol / 1 h / Reflux
5: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 4.5 h / 20 °C
6: N-iodo-succinimide / N,N-dimethyl-formamide / 0 - 20 °C
7: copper(I) bromide / ethyl acetate; methanol / 3 h / Reflux
With
N-iodo-succinimide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; sulfuric acid; dimethyl zinc(II); nitric acid; sodium tris(acetoxy)borohydride; iron; ammonium chloride; acetic acid; diisopropylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
3: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2012.09.028
DOI:10.1016/j.bmc.2012.09.028