Technology Process of 6-[(3R)-3-(3-fluorophenyl)morpholin-4-yl]imidazo[1,2-b]pyridazine-3-carboxamide
There total 9 articles about 6-[(3R)-3-(3-fluorophenyl)morpholin-4-yl]imidazo[1,2-b]pyridazine-3-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: iodine; sodium tetrahydroborate / tetrahydrofuran / 0 °C / Heating
2: triethylamine / tetrahydrofuran / 1 h / 0 °C
3: sodium hydride / tetrahydrofuran / 0 - 20 °C
4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
5: potassium fluoride / dimethyl sulfoxide / 18 h / 180 °C
6: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 0.25 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed tube
7: caesium carbonate; tetrabutylammomium bromide / 1,2-dimethoxyethane / 24 h / 55 °C / Sealed tube
8: chiralpak AD-H column / carbon dioxide; methanol / 35 °C / Resolution of racemate
With
potassium fluoride; sodium tetrahydroborate; lithium aluminium tetrahydride; tetrabutylammomium bromide; iodine; sodium hydride; caesium carbonate; triethylamine;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; carbon dioxide; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 0 °C
2: potassium fluoride / dimethyl sulfoxide / 18 h / 180 °C
3: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 0.25 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed tube
4: caesium carbonate; tetrabutylammomium bromide / 1,2-dimethoxyethane / 24 h / 55 °C / Sealed tube
5: chiralpak AD-H column / carbon dioxide; methanol / 35 °C / Resolution of racemate
With
potassium fluoride; N-Bromosuccinimide; tetrabutylammomium bromide; caesium carbonate;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
methanol; 1,2-dimethoxyethane; carbon dioxide; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: sodium hydride / tetrahydrofuran / 0 - 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: potassium fluoride / dimethyl sulfoxide / 18 h / 180 °C
4: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 0.25 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed tube
5: caesium carbonate; tetrabutylammomium bromide / 1,2-dimethoxyethane / 24 h / 55 °C / Sealed tube
6: chiralpak AD-H column / carbon dioxide; methanol / 35 °C / Resolution of racemate
With
potassium fluoride; lithium aluminium tetrahydride; tetrabutylammomium bromide; sodium hydride; caesium carbonate;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; carbon dioxide; dimethyl sulfoxide; N,N-dimethyl-formamide;
