Technology Process of N-[(3S,4R)-1-(2-Dimethylamino-ethyl)-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl]-acetamide
There total 9 articles about N-[(3S,4R)-1-(2-Dimethylamino-ethyl)-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl]-acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaH / dimethylformamide / Ambient temperature
2: SnCl2*2H2O, conc. HCl / methanol / 4.5 h
3: CH3ONa / methanol / 3 h / Heating
4: 1.) potassium hexamethyldisilazide, 2.) trimethylphosphite, O2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, 30 min
5: 1.) LiI, H2O, 2.) pyridine / 1.) pyridine, reflux, 1.5 h, 2.) RT, 24 h
6: KHCO3 / butan-2-one
7: NaN3, Bu4NHSO4 / dimethylformamide / 90 °C
8: H2, CF3COOH / Pd/C
9: pyridine / dimethylformamide
With
pyridine; hydrogenchloride; sodium azide; water; hydrogen; oxygen; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; potassium hexamethylsilazane; sodium hydride; potassium hydrogencarbonate; trifluoroacetic acid; tin(ll) chloride; lithium iodide; phosphorous acid trimethyl ester;
palladium on activated charcoal;
In
methanol; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00082a020
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaH / dimethylformamide / Ambient temperature
2: SnCl2*2H2O, conc. HCl / methanol / 4.5 h
3: CH3ONa / methanol / 3 h / Heating
4: 1.) potassium hexamethyldisilazide, 2.) trimethylphosphite, O2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, 30 min
5: 1.) LiI, H2O, 2.) pyridine / 1.) pyridine, reflux, 1.5 h, 2.) RT, 24 h
6: KHCO3 / butan-2-one
7: NaN3, Bu4NHSO4 / dimethylformamide / 90 °C
8: H2, CF3COOH / Pd/C
9: pyridine / dimethylformamide
With
pyridine; hydrogenchloride; sodium azide; water; hydrogen; oxygen; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; potassium hexamethylsilazane; sodium hydride; potassium hydrogencarbonate; trifluoroacetic acid; tin(ll) chloride; lithium iodide; phosphorous acid trimethyl ester;
palladium on activated charcoal;
In
methanol; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00082a020
- Guidance literature:
-
Multi-step reaction with 7 steps
1: CH3ONa / methanol / 3 h / Heating
2: 1.) potassium hexamethyldisilazide, 2.) trimethylphosphite, O2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, 30 min
3: 1.) LiI, H2O, 2.) pyridine / 1.) pyridine, reflux, 1.5 h, 2.) RT, 24 h
4: KHCO3 / butan-2-one
5: NaN3, Bu4NHSO4 / dimethylformamide / 90 °C
6: H2, CF3COOH / Pd/C
7: pyridine / dimethylformamide
With
pyridine; sodium azide; water; hydrogen; oxygen; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; potassium hexamethylsilazane; potassium hydrogencarbonate; trifluoroacetic acid; lithium iodide; phosphorous acid trimethyl ester;
palladium on activated charcoal;
In
methanol; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00082a020