Technology Process of 3,4-dimethyl-N-(2-phenyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazole-5-carboxamide
There total 8 articles about 3,4-dimethyl-N-(2-phenyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazole-5-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3,4-dimethyl-2H-pyrazole-5-carboxylic acid;
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate;
In
N,N-dimethyl acetamide;
at 20 ℃;
for 0.5h;
2-phenyl-1H-pyrrolo[2,3-b]pyridin-5-amine;
With
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl acetamide;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 0 °C
1.2: 20 °C
2.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux
3.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C
3.2: 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / Inert atmosphere; Reflux
6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
7.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl acetamide / 0.5 h / 20 °C
7.2: 20 °C
With
tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; tert.-butyl lithium; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; mineral oil;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux
2.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C
2.2: 20 °C
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / Inert atmosphere; Reflux
5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
6.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl acetamide / 0.5 h / 20 °C
6.2: 20 °C
With
tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; tert.-butyl lithium; palladium diacetate; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water;