Technology Process of 2-[[(2S)-1-[(4-methoxy-2,6-dimethyl-phenyl)sulfonyl]-piperidin-2-yl]-methoxy]-1-[2-(pyrrolidin-1-yl-methyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl]-ethanone
There total 12 articles about 2-[[(2S)-1-[(4-methoxy-2,6-dimethyl-phenyl)sulfonyl]-piperidin-2-yl]-methoxy]-1-[2-(pyrrolidin-1-yl-methyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl]-ethanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
({(2S)-1-[(4-methoxy-2,6-dimethylphenyl)sulfonyl]piperidin-2-yl}methoxy)acetic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 - 25 ℃;
C12H18N2S;
In
dichloromethane;
at 0 - 25 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / dichloromethane / 0 - 20 °C
2.1: hydrogen; triethylamine / palladium 10% on activated carbon / ethanol / 4654.46 Torr
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C
3.2: Saturated solution
4.1: triethylamine / dichloromethane / 2 h / 0 °C
5.1: potassium carbonate / toluene / 16 h / Reflux
6.1: trifluoroacetic acid / dichloromethane / 0 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 25 °C
7.2: 0 - 25 °C
With
lithium aluminium tetrahydride; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogen; triethylamine / palladium 10% on activated carbon / ethanol / 4654.46 Torr
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C
2.2: Saturated solution
3.1: triethylamine / dichloromethane / 2 h / 0 °C
4.1: potassium carbonate / toluene / 16 h / Reflux
5.1: trifluoroacetic acid / dichloromethane / 0 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 25 °C
6.2: 0 - 25 °C
With
lithium aluminium tetrahydride; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; toluene;