Technology Process of 2-chloro-4,4-difluoro-1'-[[1-(2-fluoro-6-imidazol-1-yl-phenyl)-3-methyl-pyrazol-4-yl]methyl]spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]
There total 10 articles about 2-chloro-4,4-difluoro-1'-[[1-(2-fluoro-6-imidazol-1-yl-phenyl)-3-methyl-pyrazol-4-yl]methyl]spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine] which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1,2-difluoro-3-nitrobenzene; 3-methyl-1H-pyrazole-4-carbaldehyde;
With
potassium carbonate;
In
acetonitrile;
at 20 ℃;
2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine];
In
dichloromethane;
at 20 ℃;
for 0.5h;
formaldehyd; Glyoxal;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: acetic acid; sulfuryl dichloride / tert-butyl methyl ether / 21.17 h / 15 - 22 °C
2.1: dmap; triethylamine / dichloromethane / 20 °C
3.1: N-Bromosuccinimide / chlorobenzene / 19 h / 20 - 45 °C / Irradiation
4.1: sodium hydrogencarbonate; dimethyl sulfoxide / chlorobenzene / 24 h / 20 °C
5.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; chlorobenzene; water / 2 h / 5 - 20 °C
6.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C
7.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C
8.1: potassium carbonate / acetonitrile / 20 °C
8.2: 0.5 h / 20 °C
With
hydrogenchloride; dmap; sodium hypochlorite; N-Bromosuccinimide; sulfuryl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
In
tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; chlorobenzene; isopropyl alcohol; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydroxide / dichloromethane; water / Cooling with ice
2.1: acetic acid; sulfuryl dichloride / tert-butyl methyl ether / 21.17 h / 15 - 22 °C
3.1: dmap; triethylamine / dichloromethane / 20 °C
4.1: N-Bromosuccinimide / chlorobenzene / 19 h / 20 - 45 °C / Irradiation
5.1: sodium hydrogencarbonate; dimethyl sulfoxide / chlorobenzene / 24 h / 20 °C
6.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; chlorobenzene; water / 2 h / 5 - 20 °C
7.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C
8.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C
9.1: potassium carbonate / acetonitrile / 20 °C
9.2: 0.5 h / 20 °C
With
hydrogenchloride; dmap; sodium hypochlorite; N-Bromosuccinimide; sulfuryl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; potassium bromide; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
In
tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; chlorobenzene; isopropyl alcohol; acetonitrile;
