Technology Process of 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanol
There total 6 articles about 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 3h;
DOI:10.1021/jm300259r
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / dichloromethane / 16 h / 20 °C / Cooling with ice
2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: tetrakis(triphenylphosphine) palladium(0); barium hydroxide octahydrate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 - 50 °C
5.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C
6.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; acetic acid / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; barium hydroxide octahydrate; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; sodium hydride; triethylamine;
In
tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
3.1: Suzuki coupling;
DOI:10.1021/jm300259r
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: acetic acid; zinc / ethanol; water / 0.33 h / 80 °C
2.1: triethylamine / dichloromethane / 16 h / 20 °C / Cooling with ice
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
3.2: 0.17 h / -78 °C / Inert atmosphere
4.1: tetrakis(triphenylphosphine) palladium(0); barium hydroxide octahydrate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere
5.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 - 50 °C
6.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C
7.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; acetic acid / 20 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; barium hydroxide octahydrate; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; zinc;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
4.1: Suzuki coupling;
DOI:10.1021/jm300259r