Technology Process of methyl (trans-4-{4-[({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetate
There total 7 articles about methyl (trans-4-{4-[({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl [trans-4-(4-{[hydrazino(oxo)acetyl]amino}phenyl)cyclohexyl]acetate; 3,4-difluorophenyl isothiocyanate;
In
N,N-dimethyl acetamide;
at 45 ℃;
for 2h;
With
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl acetamide;
at 85 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / 16 h / Heating / reflux
2.1: hydrogenchloride; methanol; water / 16 h / 4 - 20 °C
2.2: pH 9
3.1: pyridine / dichloromethane / 64 h / 0 - 20 °C
4.1: hydrazine / ethanol; water / 1 h
5.1: N,N-dimethyl acetamide / 2 h / 45 °C
5.2: 3 h / 85 °C
With
pyridine; hydrogenchloride; methanol; water; caesium carbonate; hydrazine;
palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 30 °C / 1500.15 Torr
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 17.25 h / 4 - 15 °C
3.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / 16 h / Heating / reflux
4.1: hydrogenchloride; methanol; water / 16 h / 4 - 20 °C
4.2: pH 9
5.1: pyridine / dichloromethane / 64 h / 0 - 20 °C
6.1: hydrazine / ethanol; water / 1 h
7.1: N,N-dimethyl acetamide / 2 h / 45 °C
7.2: 3 h / 85 °C
With
pyridine; hydrogenchloride; methanol; water; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; hydrazine;
palladium diacetate; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water;