Technology Process of 5-Chloro-pyridine-2-carboxylic acid [3-((RS)-5-amino-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide
There total 9 articles about 5-Chloro-pyridine-2-carboxylic acid [3-((RS)-5-amino-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-chloropicolinic acid; rac-5-(3-aminophenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine;
With
HATU;
In
dichloromethane;
at 20 ℃;
for 2h;
With
triethylamine;
In
dichloromethane;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: ammonium chloride / ammonia; methanol / 96 h / 20 °C
2.1: hydrogenchloride / 96 h / Reflux
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C
4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C
4.2: 1.5 h / -15 - 0 °C
5.1: tetraphosphorus decasulfide / tetrahydrofuran / 1 h / 20 - 50 °C
6.1: ammonia / water / 4 h / 60 °C / Sealed tube
7.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; Benzophenone imine / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 7 h / 20 - 80 °C / Sealed tube; Inert atmosphere
7.2: 20 °C
8.1: HATU / dichloromethane / 2 h / 20 °C
With
hydrogenchloride; Benzophenone imine; lithium aluminium tetrahydride; tetraphosphorus decasulfide; ammonia; ammonium chloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; HATU; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; methanol; dichloromethane; ammonia; water; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogenchloride / 96 h / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C
3.2: 1.5 h / -15 - 0 °C
4.1: tetraphosphorus decasulfide / tetrahydrofuran / 1 h / 20 - 50 °C
5.1: ammonia / water / 4 h / 60 °C / Sealed tube
6.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; Benzophenone imine / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 7 h / 20 - 80 °C / Sealed tube; Inert atmosphere
6.2: 20 °C
7.1: HATU / dichloromethane / 2 h / 20 °C
With
hydrogenchloride; Benzophenone imine; lithium aluminium tetrahydride; tetraphosphorus decasulfide; ammonia; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; HATU; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; dichloromethane; water; toluene;
