Technology Process of 3-(5-(5-(1-(hydroxymethyl)cyclopropyl)-1,2,4-oxadiazol-3-ylamino)-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-one
There total 17 articles about 3-(5-(5-(1-(hydroxymethyl)cyclopropyl)-1,2,4-oxadiazol-3-ylamino)-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 1-(3-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylamino)-1,2,4-oxadiazol-5-yl)cyclopropanecarboxylate;
With
sodium tetrahydroborate;
In
methanol;
With
water; ammonium chloride;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: water; potassium hydroxide / methanol / 14 h / Reflux
2.1: hydrogenchloride / 1,4-dioxane / 14 h / Reflux
2.2: pH > 12
3.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 20 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C
5.1: tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine / 1,4-dioxane; toluene / 0.17 h / 150 °C / Microwave irradiation
6.1: potassium acetate / methanol / 0 - 20 °C
7.1: hydroxylamine / ethanol; water / 12 h / 20 °C
8.1: sodium sulfate; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 - 100 °C
9.1: sodium tetrahydroborate / methanol
With
hydrogenchloride; sodium tetrahydroborate; water; hydrogen; hydroxylamine; potassium acetate; potassium carbonate; sodium sulfate; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; triphenylphosphine;
In
1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C
2: tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine / 1,4-dioxane; toluene / 0.17 h / 150 °C / Microwave irradiation
3: potassium acetate / methanol / 0 - 20 °C
4: hydroxylamine / ethanol; water / 12 h / 20 °C
5: sodium sulfate; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 - 100 °C
6: sodium tetrahydroborate / methanol
With
sodium tetrahydroborate; hydroxylamine; potassium acetate; potassium carbonate; sodium sulfate; N-ethyl-N,N-diisopropylamine; HATU;
tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine;
In
1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
