Technology Process of [2-[4-[(2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methylpyrazol-1-yl]-3-fluorophenyl]methanol
There total 14 articles about [2-[4-[(2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methylpyrazol-1-yl]-3-fluorophenyl]methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 2-[4-[(2-chloro-4,4-difluoro-4,5-dihydrospiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methylpyrazol-1-yl]-3-fluorobenzoate;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at -20 - 0 ℃;
for 0.5h;
Inert atmosphere;
With
water; sodium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1021/jm500117r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C
2.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C
3.1: tetrahydrofuran / 1 h / 20 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere
4.2: 0.5 h / 20 °C
With
hydrogenchloride; lithium aluminium tetrahydride; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
In
tetrahydrofuran; water; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-Bromosuccinimide / chlorobenzene / 19 h / 20 - 45 °C / Irradiation
2.1: sodium hydrogencarbonate; dimethyl sulfoxide / chlorobenzene / 24 h / 20 °C
3.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; chlorobenzene; water / 2 h / 5 - 20 °C
4.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / tetrahydrofuran / 24 h / 70 °C
5.1: hydrogenchloride / isopropyl alcohol; water / 15 h / 45 °C
6.1: tetrahydrofuran / 1 h / 20 °C
6.2: 20 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere
7.2: 0.5 h / 20 °C
With
hydrogenchloride; sodium hypochlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; dimethyl sulfoxide; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
In
tetrahydrofuran; dichloromethane; water; chlorobenzene; isopropyl alcohol;