Technology Process of 4-chloro-3-[5-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropylbenzenesulfonamide
There total 9 articles about 4-chloro-3-[5-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropylbenzenesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-chloro-5-(N-cyclopropylsulfamoyl)benzoic acid; 2-{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetohydrazide;
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: hydrazine / ethanol / 2 h / Reflux
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; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; lithium iodide; hydrazine;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 2,4,6-trimethyl-pyridine; lithium iodide / 8 h / 185 °C / Inert atmosphere
1.2: Cooling with ice
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
2.2: 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 4 h / 0 - 20 °C
3.3: 20 °C
4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 60 °C
4.2: 0 °C
5.1: sodium dithionite / tetrahydrofuran; water / 1 h / 20 °C
6.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 50 °C
7.1: hydrazine / ethanol / 2 h / Reflux
8.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 0.75 h / 20 °C
8.2: 20 °C
With
2,4,6-trimethyl-pyridine; tert.-butylnitrite; sodium dithionite; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; lithium iodide; hydrazine;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; mineral oil;
