Technology Process of (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-N-(5-fluoro-4-methoxypyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide
There total 7 articles about (1R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-N-(5-fluoro-4-methoxypyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium triphosphate;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane;
at 95 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C
2.1: lipase acrylic resin from Candida antarctica / 17 h / 20 °C / Enzymatic reaction
3.1: di-isopropyl azodicarboxylate; triphenylphosphine / 15 h / 0 - 20 °C
3.2: 1 h / 20 °C
4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -60 - 20 °C
4.2: 14 h / 20 °C
5.1: ammonium chloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 168 h / 20 °C
6.1: potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 24 h / 80 °C
With
sodium tetrahydroborate; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); oxalyl dichloride; di-isopropyl azodicarboxylate; lipase acrylic resin from Candida antarctica; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
3.1: |Mitsunobu Displacement / 4.1: |Swern Oxidation;
DOI:10.1021/jm400772t
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lipase acrylic resin from Candida antarctica / 17 h / 20 °C / Enzymatic reaction
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / 15 h / 0 - 20 °C
2.2: 1 h / 20 °C
3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -60 - 20 °C
3.2: 14 h / 20 °C
4.1: ammonium chloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 168 h / 20 °C
5.1: potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 24 h / 80 °C
With
potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); oxalyl dichloride; di-isopropyl azodicarboxylate; lipase acrylic resin from Candida antarctica; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
2.1: |Mitsunobu Displacement / 3.1: |Swern Oxidation;
DOI:10.1021/jm400772t