Technology Process of 3-chloro-5-[(6-chloro-3-{[5-(4-{[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]oxy}phenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]benzonitrile
There total 13 articles about 3-chloro-5-[(6-chloro-3-{[5-(4-{[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]oxy}phenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]benzonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 0.42 h / 125 °C / microwave reactor
3.1: hydrazine / ethanol / 3 h / Rerflux
4.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 0.75 h / 20 °C
4.2: 20 °C
With
dmap; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; hydrazine;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetic acid; 4-{[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]oxy}benzohydrazide;
With
N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran;
at 20 ℃;
for 0.75h;
With
Burgess Reagent;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: N,N-dimethyl-formamide / 0 °C
1.2: Cooling with ice
2.1: 2,4,6-trimethyl-pyridine; lithium iodide / 8 h / 185 °C / Inert atmosphere
2.2: Cooling with ice
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
4.2: 4 h / 0 - 20 °C
4.3: 20 °C
5.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 60 °C
5.2: 0 °C
6.1: sodium dithionite / tetrahydrofuran; water / 1 h / 20 °C
7.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 50 °C
8.1: water; lithium hydroxide / tetrahydrofuran / 20 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 0.75 h / 20 °C
9.2: 20 °C
With
2,4,6-trimethyl-pyridine; tert.-butylnitrite; sodium dithionite; water; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; lithium iodide; lithium hydroxide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;