Technology Process of 7-((2-chloro-5-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one
There total 7 articles about 7-((2-chloro-5-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine;
In
dimethyl sulfoxide;
at 100 ℃;
for 4h;
DOI:10.1016/j.bmcl.2017.03.068
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: acetic acid; hydrogen bromide / neat (no solvent) / 2 h / 80 °C
1.2: 255 / 5 h / 100 °C
2.1: hydrogenchloride / water; tetrahydrofuran; 1,4-dioxane / 5 h / 20 °C
2.2: 2 h / 100 °C
3.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere
3.2: 12 h / Inert atmosphere
3.3: 4 h / 20 °C
4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 4 h / 100 °C
With
hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen bromide; acetic acid; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide;
3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling / 4.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2017.03.068
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran; acetonitrile / 3 h / 20 °C
1.2: 15 h / 0 - 20 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 4 h / 0 °C
3.1: tetrahydrofuran / 4 h / 0 °C
4.1: pyridinium chlorochromate / dichloromethane / 20 °C
5.1: acetic acid; hydrogen bromide / neat (no solvent) / 2 h / 80 °C
5.2: 255 / 5 h / 100 °C
6.1: hydrogenchloride / water; tetrahydrofuran; 1,4-dioxane / 5 h / 20 °C
6.2: 2 h / 100 °C
7.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere
7.2: 12 h / Inert atmosphere
7.3: 4 h / 20 °C
8.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 4 h / 100 °C
With
hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; hydrogen bromide; acetic acid; triethylamine; 1,1'-carbonyldiimidazole; pyridinium chlorochromate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
3.1: |Grignard Reaction / 7.1: |Sonogashira Cross-Coupling / 7.2: |Sonogashira Cross-Coupling / 8.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2017.03.068
