Technology Process of 5-fluoro-1-isopropyl-6-methoxy-2-{[1-(2-phenylethyl)piperidin-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline
There total 4 articles about 5-fluoro-1-isopropyl-6-methoxy-2-{[1-(2-phenylethyl)piperidin-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tris(acetoxy)borohydride; acetic acid;
In
dichloromethane;
at 20 ℃;
for 15h;
Cooling with ice;
DOI:10.1248/cpb.59.1029
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium tetrahydroborate / ethanol / 2 h / 20 °C
2: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Cooling with ice
3: ethanol; water / 16 h / 70 °C
4: ammonium hydroxide; hydrogen / ethanol / 15 h / 20 °C
5: pyridine / 16 h / 20 °C / Cooling with ice
6: phosphorus pentoxide; trichlorophosphate / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Reflux
7: sodium tetrahydroborate / ethanol / 2 h / 20 °C / Cooling with ice
8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 120 h / 20 °C
9: hydrogenchloride / ethyl acetate / 24 h / 20 °C / Cooling with ice
10: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 15 h / 20 °C / Cooling with ice
With
hydrogenchloride; ammonium hydroxide; sodium tetrahydroborate; carbon tetrabromide; phosphorus pentoxide; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trichlorophosphate;
In
pyridine; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
6: Bischler-Napieralski reaction;
DOI:10.1248/cpb.59.1029
- Guidance literature:
-
Multi-step reaction with 9 steps
1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Cooling with ice
2: ethanol; water / 16 h / 70 °C
3: ammonium hydroxide; hydrogen / ethanol / 15 h / 20 °C
4: pyridine / 16 h / 20 °C / Cooling with ice
5: phosphorus pentoxide; trichlorophosphate / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Reflux
6: sodium tetrahydroborate / ethanol / 2 h / 20 °C / Cooling with ice
7: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 120 h / 20 °C
8: hydrogenchloride / ethyl acetate / 24 h / 20 °C / Cooling with ice
9: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 15 h / 20 °C / Cooling with ice
With
hydrogenchloride; ammonium hydroxide; sodium tetrahydroborate; carbon tetrabromide; phosphorus pentoxide; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trichlorophosphate;
In
pyridine; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
5: Bischler-Napieralski reaction;
DOI:10.1248/cpb.59.1029