Technology Process of 5-chloro-pyridine-2-carboxylic acid [3-((S)-3-amino-5-methyl-2,5,6,7-tetrahydro-[1,4]thiazepin-5-yl)-4-fluoro-phenyl]-amide
There total 9 articles about 5-chloro-pyridine-2-carboxylic acid [3-((S)-3-amino-5-methyl-2,5,6,7-tetrahydro-[1,4]thiazepin-5-yl)-4-fluoro-phenyl]-amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-chloropicolinic acid;
With
4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride;
In
methanol;
at 0 - 22 ℃;
for 0.5h;
(S)-5-(5-amino-2-fluoro-phenyl)-5-methyl-2,5,6,7-tetrahydro-[1,4]thiazepin-3-ylamine;
In
methanol;
at 0 ℃;
for 2h;
With
sodium carbonate;
In
methanol; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium borohydride / tetrahydrofuran / 4 h / 0 °C
2.1: triphenylphosphine; bis(4-chlorobenzyl) diazene-1,2-dicarboxylate / dichloromethane / 18.33 h / 0 - 20 °C / Inert atmosphere
3.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane; methanol / 0.5 h / 0 °C
5.1: trimethylaluminum / toluene / 2.5 h / 0 - 60 °C
6.1: tin(II) chloride dihdyrate / ethanol / 1.5 h / 80 °C
7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 - 22 °C
7.2: 2 h / 0 °C
With
bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; hydrogenchloride; lithium borohydride; tin(II) chloride dihdyrate; trimethylaluminum; potassium carbonate; triphenylphosphine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; toluene;
2.1: Mitsunobu reaction;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: zinc / tetrahydrofuran / 5.25 h / Inert atmosphere; Reflux
2.1: lithium borohydride / tetrahydrofuran / 4 h / 0 °C
3.1: triphenylphosphine; bis(4-chlorobenzyl) diazene-1,2-dicarboxylate / dichloromethane / 18.33 h / 0 - 20 °C / Inert atmosphere
4.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride / 1,4-dioxane; methanol / 0.5 h / 0 °C
6.1: trimethylaluminum / toluene / 2.5 h / 0 - 60 °C
7.1: tin(II) chloride dihdyrate / ethanol / 1.5 h / 80 °C
8.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 - 22 °C
8.2: 2 h / 0 °C
With
bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; hydrogenchloride; lithium borohydride; tin(II) chloride dihdyrate; trimethylaluminum; potassium carbonate; triphenylphosphine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; zinc;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; toluene;
1.1: Reformatsky Reaction / 3.1: Mitsunobu reaction;
