Technology Process of 3-{[7-(4-methyl-piperazin-1-yl)-2-oxo-1,2-dihydro-[1,6]naphthyridine-3-carbonyl]-amino}-benzoic acid methyl ester
There total 10 articles about 3-{[7-(4-methyl-piperazin-1-yl)-2-oxo-1,2-dihydro-[1,6]naphthyridine-3-carbonyl]-amino}-benzoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine; HATU;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 20h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: acetic anhydride; acetic acid / 1.5 h / 120 °C
1.2: 1 h / Cooling with ice
2.1: triethylamine; trichlorophosphate / 2 h / 0 - 120 °C
3.1: triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C
4.1: potassium carbonate / L-proline; palladium diacetate; copper(l) iodide / 1-methyl-pyrrolidin-2-one / 36 h / 100 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
6.1: ammonium formate / palladium 10% on activated carbon / methanol / 16 h / 80 °C
7.1: manganese(IV) oxide / dichloromethane / 20 °C
8.1: piperidine / acetic acid / methanol / 18 h / 60 °C
9.1: sodium hydroxide; water / methanol / 18 h / 65 °C
10.1: triethylamine; HATU / N,N-dimethyl-formamide / 20 h / 20 °C
With
piperidine; manganese(IV) oxide; lithium aluminium tetrahydride; water; ammonium formate; acetic anhydride; potassium carbonate; acetic acid; triethylamine; HATU; sodium hydroxide; trichlorophosphate;
copper(l) iodide; palladium 10% on activated carbon; palladium diacetate; acetic acid; L-proline;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: triethylamine; trichlorophosphate / 2 h / 0 - 120 °C
2: triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C
3: potassium carbonate / L-proline; palladium diacetate; copper(l) iodide / 1-methyl-pyrrolidin-2-one / 36 h / 100 °C
4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5: ammonium formate / palladium 10% on activated carbon / methanol / 16 h / 80 °C
6: manganese(IV) oxide / dichloromethane / 20 °C
7: piperidine / acetic acid / methanol / 18 h / 60 °C
8: sodium hydroxide; water / methanol / 18 h / 65 °C
9: triethylamine; HATU / N,N-dimethyl-formamide / 20 h / 20 °C
With
piperidine; manganese(IV) oxide; lithium aluminium tetrahydride; water; ammonium formate; potassium carbonate; triethylamine; HATU; sodium hydroxide; trichlorophosphate;
copper(l) iodide; palladium 10% on activated carbon; palladium diacetate; acetic acid; L-proline;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide;
