Technology Process of N-(3-(4-methoxybenzyloxy)phenyl)-2-(4-(piperidin-1-ylmethyl)phenyl)thieno[3,2-b]pyridin-7-amine
There total 10 articles about N-(3-(4-methoxybenzyloxy)phenyl)-2-(4-(piperidin-1-ylmethyl)phenyl)thieno[3,2-b]pyridin-7-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
piperidine; 4-(7-(3-(4-methoxybenzyloxy)phenylamino)thieno[3,2-b]pyridin-2-yl)benzaldehyde;
With
sodium acetate;
In
1,2-dichloro-ethane;
for 0.333333h;
With
sodium acetate; sodium tris(acetoxy)borohydride;
In
1,2-dichloro-ethane;
at 20 ℃;
for 5h;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
1.2: 1.5 h / -78 - 20 °C
2.1: 1,2-dichloro-ethane; tert-butyl alcohol / 72 h / 85 °C / Sealed tube
3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sodium carbonate / N,N-dimethyl-formamide / 15 h / 80 °C / Inert atmosphere
4.1: sodium acetate / 1,2-dichloro-ethane / 0.33 h
4.2: 5 h / 20 °C
With
n-butyllithium; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sodium acetate; sodium carbonate; diisopropylamine;
In
tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
3.1: |Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diphenylether / 0.5 h / 259 °C
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane; 1,2-dichloro-ethane / 6 h / Reflux
3.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
3.2: 1.5 h / -78 - 20 °C
4.1: 1,2-dichloro-ethane; tert-butyl alcohol / 72 h / 85 °C / Sealed tube
5.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sodium carbonate / N,N-dimethyl-formamide / 15 h / 80 °C / Inert atmosphere
6.1: sodium acetate / 1,2-dichloro-ethane / 0.33 h
6.2: 5 h / 20 °C
With
n-butyllithium; oxalyl dichloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sodium acetate; sodium carbonate; diisopropylamine; N,N-dimethyl-formamide;
In
tetrahydrofuran; diphenylether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
5.1: |Suzuki Coupling;