Technology Process of 5,10-dimethoxy-8-methyl-4-(2-nitrophenyl)-pyrido-[4,3-g]-quinolin-9(8H)-one
There total 15 articles about 5,10-dimethoxy-8-methyl-4-(2-nitrophenyl)-pyrido-[4,3-g]-quinolin-9(8H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
7-[N-(2,2-dimethoxyethyl)-N-methyl]-carboxamide-5,8-dimethoxy-4-(2-nitrophenyl)quinoline;
With
sulfuric acid;
at 20 ℃;
for 4h;
at 150 ℃;
for 0.166667h;
Further stages.;
DOI:10.1021/jo7017813
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 52 percent / polyphosphoric acid / 5 h / 75 °C
2.1: 70 percent / triethylamine / 0.5 h / -20 °C
3.1: 87 percent / formic acid; triethylamine / palladium(II) acetate; 1,1'-bis(diphenylphosphino)ferrocene / dimethylformamide / 2 h / 0 - 60 °C
4.1: glacial acetic acid; sulfuric acid / H2O / 2 h / Heating
5.1: sodium nitrite / H2O / 0 - 5 °C
5.2: 265 mg / H2O / 1.25 h / 45 - 50 °C
6.1: sulfuric acid / 3.5 h / 60 - 70 °C
7.1: 43 mg / H2O / 2 h / 120 °C
8.1: 87 percent / EDC*HCl / CH2Cl2 / 15 h / 20 °C
9.1: sulfuric acid / 4 h / 20 °C
9.2: 43 percent / 0.17 h / 150 °C
With
formic acid; PPA; sulfuric acid; water; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium nitrite;
1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate;
In
dichloromethane; water; N,N-dimethyl-formamide;
1.1: Knorr cyclization / 5.2: Sandmeyer reaction;
DOI:10.1021/jo7017813
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 70 percent / triethylamine / 0.5 h / -20 °C
2.1: 87 percent / formic acid; triethylamine / palladium(II) acetate; 1,1'-bis(diphenylphosphino)ferrocene / dimethylformamide / 2 h / 0 - 60 °C
3.1: glacial acetic acid; sulfuric acid / H2O / 2 h / Heating
4.1: sodium nitrite / H2O / 0 - 5 °C
4.2: 265 mg / H2O / 1.25 h / 45 - 50 °C
5.1: sulfuric acid / 3.5 h / 60 - 70 °C
6.1: 43 mg / H2O / 2 h / 120 °C
7.1: 87 percent / EDC*HCl / CH2Cl2 / 15 h / 20 °C
8.1: sulfuric acid / 4 h / 20 °C
8.2: 43 percent / 0.17 h / 150 °C
With
formic acid; sulfuric acid; water; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium nitrite;
1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate;
In
dichloromethane; water; N,N-dimethyl-formamide;
4.2: Sandmeyer reaction;
DOI:10.1021/jo7017813