Technology Process of (RS)-5-bromo-N-(2-methyl-4-(morpholin-2-yl)phenyl)pyridin-2-amine
There total 7 articles about (RS)-5-bromo-N-(2-methyl-4-(morpholin-2-yl)phenyl)pyridin-2-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl (RS)-2-(4-(5-bromopyridin-2-ylamino)-3-methylphenyl)morpholine-4-carboxylate;
With
water; trifluoroacetic acid;
In
acetonitrile;
at 80 ℃;
for 2h;
With
sodium hydroxide;
In
tetrahydrofuran; water; ethyl acetate; acetonitrile;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran / 20 °C
2.1: tetrahydrofuran / 20 °C
3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.83 h / 0 - 20 °C
3.2: 0.5 h / 0 - 20 °C
4.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere
5.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
6.1: trifluoroacetic acid; water / acetonitrile / 2 h / 80 °C
6.2: 20 °C
With
water; ammonium formate; caesium carbonate; methanesulfonyl chloride; triethylamine; trifluoroacetic acid;
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; palladium 10% on activated carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile;
5.1: Buchwald-Hartwig Reaction;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tetrahydrofuran / 20 °C
2.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.83 h / 0 - 20 °C
2.2: 0.5 h / 0 - 20 °C
3.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere
4.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
5.1: trifluoroacetic acid; water / acetonitrile / 2 h / 80 °C
5.2: 20 °C
With
water; ammonium formate; caesium carbonate; methanesulfonyl chloride; triethylamine; trifluoroacetic acid;
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; palladium 10% on activated carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile;
4.1: Buchwald-Hartwig Reaction;