Technology Process of 7-(2-fluoro-4-methanesulfonylphenyl)-4-[1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yloxy]thieno[3,2-d]pyrimidine
There total 12 articles about 7-(2-fluoro-4-methanesulfonylphenyl)-4-[1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yloxy]thieno[3,2-d]pyrimidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-[3-(propan-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-4-ol;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.5h;
7-(2-fluoro-4-methanesulfonylphenyl)-4-(methanesulfonyl)thieno[3,2-d]pyrimidine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: tetrahydrofuran / 13 h / 10 - 20 °C
2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 4 h / 100 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 °C
3.2: 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
4.2: 2 h / 20 °C
With
sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydroxide / L-proline; copper(l) iodide / dimethyl sulfoxide / 24 h / 90 °C / Sealed tube
2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 65 °C
3.1: potassium acetate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 4 h / 90 °C
4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 4 h / 100 °C / Inert atmosphere
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 °C
5.2: 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
6.2: 2 h / 20 °C
With
tert.-butylnitrite; potassium acetate; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; copper(ll) bromide;
tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); L-proline; tricyclohexylphosphine;
In
1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;