Technology Process of N-[3-cyano-4-(4-hydroxypiperidin-1-yl)phenyl]-N-[1-(4-fluorophenyl)-3-methylpyrazol-4-ylcarbonyl]glycine
There total 12 articles about N-[3-cyano-4-(4-hydroxypiperidin-1-yl)phenyl]-N-[1-(4-fluorophenyl)-3-methylpyrazol-4-ylcarbonyl]glycine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran; acetonitrile;
at 80 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: benzenesulfonyl chloride / DMF (N,N-dimethyl-formamide); toluene / 3 h / 20 - 145 °C
2: ethanol / 1 h / Heating / reflux
3: pyridine; toluene / 3 h / 20 °C / Ice cooling
4: iron; ammonium chloride / ethanol; water / 0.83 h / 65 °C / Heating / reflux
5: pyridine / 1 h / 20 °C
6: sodium hydride / DMF (N,N-dimethyl-formamide) / 3 h / 20 °C / Cooling with ice
7: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 1 h / 80 °C
With
tetrabutyl ammonium fluoride; iron; sodium hydride; ammonium chloride; benzenesulfonyl chloride;
In
tetrahydrofuran; pyridine; DMF (N,N-dimethyl-formamide); ethanol; water; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: thionyl chloride / DMF (N,N-dimethyl-formamide); toluene / 3 h / 20 °C / Heating / reflux
1.2: Ice cooling
2.1: benzenesulfonyl chloride / DMF (N,N-dimethyl-formamide); toluene / 3 h / 20 - 145 °C
3.1: ethanol / 1 h / Heating / reflux
4.1: pyridine; toluene / 3 h / 20 °C / Ice cooling
5.1: iron; ammonium chloride / ethanol; water / 0.83 h / 65 °C / Heating / reflux
6.1: pyridine / 1 h / 20 °C
7.1: sodium hydride / DMF (N,N-dimethyl-formamide) / 3 h / 20 °C / Cooling with ice
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 1 h / 80 °C
With
thionyl chloride; tetrabutyl ammonium fluoride; iron; sodium hydride; ammonium chloride; benzenesulfonyl chloride;
In
tetrahydrofuran; pyridine; DMF (N,N-dimethyl-formamide); ethanol; water; toluene; acetonitrile;