Technology Process of 6-(5-chloropyridin-2-yl)-3-[4-(3-hydroxy-pyrrolidin-1-yl)-3-methoxy-phenyl]-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one
There total 10 articles about 6-(5-chloropyridin-2-yl)-3-[4-(3-hydroxy-pyrrolidin-1-yl)-3-methoxy-phenyl]-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate;
In
N,N-dimethyl-formamide;
at 100 ℃;
for 1h;
Microwave irradiation;
DOI:10.1016/j.bmcl.2015.09.018
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 3 h / 60 °C
2: lithium hydroxide / water; tetrahydrofuran / 60 °C
3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.25 h / 20 °C
4: acetic acid / acetonitrile / 1 h / 160 °C / Microwave irradiation
5: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 100 °C
6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Microwave irradiation
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
6: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2015.09.018
- Guidance literature:
-
Multi-step reaction with 5 steps
1: lithium hydroxide / water; tetrahydrofuran / 60 °C
2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.25 h / 20 °C
3: acetic acid / acetonitrile / 1 h / 160 °C / Microwave irradiation
4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 100 °C
5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Microwave irradiation
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
5: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2015.09.018