Technology Process of benzyl-4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-5-(pyridin-4-yl)-1,3-thiazol-2-yl]piperidine-1-carboxylate
There total 10 articles about benzyl-4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-5-(pyridin-4-yl)-1,3-thiazol-2-yl]piperidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
3.1: isopropylmagnesium chloride / tetrahydrofuran / 2 h / 0 - 20 °C
3.2: 0.33 h / 0 °C
4.1: 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; 1,2-dimethoxyethane / 4 h / 0 - 20 °C
5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
5.2: 1 h / -78 - 0 °C / Inert atmosphere
6.1: pyridinium hydrobromide perbromide / N,N-dimethyl-formamide / 0.83 h / 20 °C / Inert atmosphere
7.1: N,N-dimethyl-formamide; ethanol / 2 h / 60 °C / Inert atmosphere
With
4-methyl-morpholine; pyridine; dmap; isopropylmagnesium chloride; pyridinium hydrobromide perbromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
3.1: |Grignard Reaction / 3.2: |Grignard Reaction;
DOI:10.1002/cmdc.201402424
- Guidance literature:
-
Multi-step reaction with 3 steps
1: sodium hydroxide / water; acetone / 3 h / 20 °C / pH 6 - 8
2: tetrahydrofuran / 4 h / Reflux
3: N,N-dimethyl-formamide; ethanol / 2 h / 60 °C / Inert atmosphere
With
sodium hydroxide;
In
tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone;
2: |Lawesson Thiocarbonylation;
DOI:10.1002/cmdc.201402424
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 2 h / 0 - 20 °C
1.2: 0.33 h / 0 °C
2.1: 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; 1,2-dimethoxyethane / 4 h / 0 - 20 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 - 0 °C / Inert atmosphere
4.1: pyridinium hydrobromide perbromide / N,N-dimethyl-formamide / 0.83 h / 20 °C / Inert atmosphere
5.1: N,N-dimethyl-formamide; ethanol / 2 h / 60 °C / Inert atmosphere
With
4-methyl-morpholine; dmap; isopropylmagnesium chloride; pyridinium hydrobromide perbromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
1.1: |Grignard Reaction / 1.2: |Grignard Reaction;
DOI:10.1002/cmdc.201402424