Technology Process of N-(4-bromo-2,6-dichloro-3,5-dimethoxyphenyl)-4-(4-(4-ethylpiperazin-1-yl)benzamido)thieno[3,2-d]pyrimidine-7-carboxamide
There total 13 articles about N-(4-bromo-2,6-dichloro-3,5-dimethoxyphenyl)-4-(4-(4-ethylpiperazin-1-yl)benzamido)thieno[3,2-d]pyrimidine-7-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
caesium carbonate;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane;
at 120 ℃;
for 2.5h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium iodide / N,N-dimethyl-formamide / 4 h / 35 °C
2.1: sodium hydroxide / tetrahydrofuran / 0.5 h / 20 °C
3.1: manganese(IV) oxide / chloroform / 2 h / 70 °C
4.1: sodium chlorite; sodium dihydrogenphosphate dihydrate / water; dimethyl sulfoxide / 0 - 20 °C
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 15 h / 20 °C
6.1: sulfuryl dichloride / dichloromethane; acetonitrile / 1 h / 0 - 20 °C
6.2: pH 8
7.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 2.5 h / 120 °C
With
manganese(IV) oxide; sodium chlorite; sulfuryl dichloride; sodium dihydrogenphosphate dihydrate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; sodium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: tetra-N-butylammonium tribromide / dichloromethane / -78 - 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 15 h / 20 °C
3.1: sulfuryl dichloride / dichloromethane; acetonitrile / 1 h / 0 - 20 °C
3.2: pH 8
4.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 2.5 h / 120 °C
With
sulfuryl dichloride; tetra-N-butylammonium tribromide; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane; dichloromethane; acetonitrile;