Technology Process of (6S)-N-[(3S,5S,6R)-5-(2-Fluoro-3-methylphenyl)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide
There total 11 articles about (6S)-N-[(3S,5S,6R)-5-(2-Fluoro-3-methylphenyl)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide; acetonitrile;
at 23 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sulfuric acid / 48 h / Reflux
1.2: 51 h / 40 - 55 °C
2.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 °C
2.2: 0 - 23 °C
3.1: triethylamine / tetrahydrofuran / 1 h / 0 - 5 °C
4.1: caesium carbonate / ethanol / 20 h / 23 °C
5.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 72 h / 85 °C / 15514.9 Torr
6.1: diethylamine / ethanol; carbon dioxide / Resolution of racemate
7.1: hydrogenchloride; methanol / 20 h / 23 - 55 °C
7.2: 2 h / Reflux
7.3: pH 3
8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 16 h / 23 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; sulfuric acid; sodium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; ethanol; carbon dioxide; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid; sodium nitrite / acetonitrile; water / 0.5 h / 23 °C
1.2: 0.75 h / 23 °C
2.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 12 h / 23 - 80 °C / 6205.94 Torr
3.1: sodium hydroxide / methanol / 1 h / Reflux
3.2: 23 °C / pH ~ 6
4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 16 h / 23 °C
With
sodium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; sodium nitrite;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
methanol; water; N,N-dimethyl-formamide; acetonitrile;