Technology Process of 2-phenoxy-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-methyl-1-(pyrrolidine-1-carbonyl)propyl]amide
There total 9 articles about 2-phenoxy-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-methyl-1-(pyrrolidine-1-carbonyl)propyl]amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-phenoxy-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-methyl-1-(pyrrolidine-1-carbonyl)propyl]amide;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
With
water; triethylamine;
In
tetrahydrofuran;
for 2h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydroxide / 1,4-dioxane; water / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran
2.2: pH 4
3.1: Jones reagent / water; acetone / 0.25 h
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C
4.2: 0 - 20 °C
5.1: potassium phosphate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine / palladium diacetate / toluene / 150 °C / Inert atmosphere; sealed tube
6.1: water; Jones reagent / acetone / 0 - 20 °C
7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 20 °C
8.2: 2 h
With
dmap; potassium phosphate; Jones reagent; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine;
palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydroxide; water / tetrahydrofuran
1.2: pH 4
2.1: Jones reagent / water; acetone / 0.25 h
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C
3.2: 0 - 20 °C
4.1: potassium phosphate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine / palladium diacetate / toluene / 150 °C / Inert atmosphere; sealed tube
5.1: water; Jones reagent / acetone / 0 - 20 °C
6.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 20 °C
7.2: 2 h
With
dmap; potassium phosphate; Jones reagent; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine;
palladium diacetate;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil;