Technology Process of N-[2,4-Difluoro-5-[(tetrahydro-2H-pyran-2-yl)oxy]-3-(trimethylsilyl)phenyl]-2,2-dimethylpropanamide
There total 9 articles about N-[2,4-Difluoro-5-[(tetrahydro-2H-pyran-2-yl)oxy]-3-(trimethylsilyl)phenyl]-2,2-dimethylpropanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
n-butyllithium; chloro-trimethyl-silane; sodium chloride; diisopropylamine;
In
tetrahydrofuran; hexane; water; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: Et3N / CH2Cl2 / 2 h / 10 - 20 °C
2: HNO3, H2SO4 / 1 h / 10 - 20 °C
3: NaHCO3, methanol / 16 h / Ambient temperature
4: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 27 h / 50 - 60 °C
5: 91 percent / pyridine / 0.5 h / 0 °C
6: 86 percent / 10-camphorsulfonic acid / CH2Cl2 / 2 h / Ambient temperature
7: 1.) LDA / 1.) THF, hexane, from -78 to -55 deg C, 10 min, 2.) THF, hexane, from -78 to -60 deg C, 1 h
With
pyridine; methanol; sulfuric acid; (1S)-10-camphorsulfonic acid; hydrogen; nitric acid; sodium hydrogencarbonate; triethylamine; lithium diisopropyl amide;
palladium on activated charcoal;
In
dichloromethane; ethyl acetate;
DOI:10.1055/s-1997-1379
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 27 h / 50 - 60 °C
2: 91 percent / pyridine / 0.5 h / 0 °C
3: 86 percent / 10-camphorsulfonic acid / CH2Cl2 / 2 h / Ambient temperature
4: 1.) LDA / 1.) THF, hexane, from -78 to -55 deg C, 10 min, 2.) THF, hexane, from -78 to -60 deg C, 1 h
With
pyridine; (1S)-10-camphorsulfonic acid; hydrogen; lithium diisopropyl amide;
palladium on activated charcoal;
In
dichloromethane; ethyl acetate;
DOI:10.1055/s-1997-1379