Technology Process of 2-((6-methoxy-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)methyl)-7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline
There total 9 articles about 2-((6-methoxy-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)methyl)-7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: acetic acid / 100 °C
2.1: trichlorophosphate / 70 °C
3.1: sodium azide; tetra(n-butyl)ammonium hydrogensulfate / dimethyl sulfoxide
4.1: sodium dithionite / methanol
5.1: 8 h / 160 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere
6.2: 16 h / 0 - 20 °C / Inert atmosphere
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
8.1: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C
9.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / Inert atmosphere
With
lithium aluminium tetrahydride; sodium azide; sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; phosphorus tribromide; potassium carbonate; acetic acid; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm5002937
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: trichlorophosphate / 70 °C
2.1: sodium azide; tetra(n-butyl)ammonium hydrogensulfate / dimethyl sulfoxide
3.1: sodium dithionite / methanol
4.1: 8 h / 160 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere
5.2: 16 h / 0 - 20 °C / Inert atmosphere
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
7.1: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C
8.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / Inert atmosphere
With
lithium aluminium tetrahydride; sodium azide; sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; phosphorus tribromide; potassium carbonate; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm5002937
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium azide; tetra(n-butyl)ammonium hydrogensulfate / dimethyl sulfoxide
2.1: sodium dithionite / methanol
3.1: 8 h / 160 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere
4.2: 16 h / 0 - 20 °C / Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
6.1: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C
7.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / Inert atmosphere
With
lithium aluminium tetrahydride; sodium azide; sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; phosphorus tribromide; potassium carbonate;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm5002937