Technology Process of N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazol-7-amine
There total 8 articles about N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazol-7-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tris(acetoxy)borohydride;
In
tetrahydrofuran;
at 20 ℃;
DOI:10.1021/jm300864p
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogenchloride; sodium nitrite / water / 0 - 20 °C
2.1: hydrogenchloride; zinc / 1.25 h / 20 °C
3.1: triethylamine / dichloromethane / 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C
4.2: 2 h / -78 - 20 °C
5.1: palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 1.5 h / 90 °C / Inert atmosphere
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 20 °C
8.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C
With
hydrogenchloride; n-butyllithium; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; sodium nitrite;
In
tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
5.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogenchloride; zinc / 1.25 h / 20 °C
2.1: triethylamine / dichloromethane / 20 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C
3.2: 2 h / -78 - 20 °C
4.1: palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 1.5 h / 90 °C / Inert atmosphere
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 20 °C
7.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C
With
hydrogenchloride; n-butyllithium; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc;
In
tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p