Technology Process of (S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine
There total 9 articles about (S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 1h;
DOI:10.1039/c2cc35583c
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; copper(l) iodide / 48 h / 25 °C
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
3.1: potassium carbonate / methanol / 1 h / 20 °C
4.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) / 0.25 h / 20 °C / Inert atmosphere
4.2: 24.5 h / 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
6.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C
7.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
1.1: |Sonogashira Cross-Coupling / 2.1: |Mitsunobu Displacement / 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
2.1: potassium carbonate / methanol / 1 h / 20 °C
3.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) / 0.25 h / 20 °C / Inert atmosphere
3.2: 24.5 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
5.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C
With
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
1.1: |Mitsunobu Displacement / 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c
