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CasNo： 1089279-91-3
MF： C14H23N3O
Anaplastic lymphoma kinase (ALK) targete...
The present invention provides a substit...
The present invention provides a pyrimid...
The invention belongs to the field of me...
1-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidine-4-amine
1-(4-amino-3-methoxyphenyl)-N,N-dimethylpiperidine-4-amine
| Conditions | Yield |
|---|---|
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
for 6h;
|
92.6% |
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 20 ℃;
|
89.4% |
|
With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
for 4h;
under 1520.1 Torr;
Inert atmosphere;
|
88% |
|
With
ammonium chloride; zinc;
In
methanol;
at 20 ℃;
for 3h;
Time;
Reflux;
|
86% |
|
With
sodium tetrahydroborate; nickel dichloride;
In
methanol; water;
at 0 ℃;
|
74% |
|
1-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidine-4-amine;
With
iron; ammonium chloride;
In
ethanol; water;
for 2h;
Reflux;
In
water;
pH=13 - 14;
|
|
|
With
iron; ammonium chloride;
In
ethanol; water;
for 2h;
Reflux;
|
|
|
With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
for 2.5h;
|
|
|
With
iron; ammonium chloride;
In
ethanol; water;
at 100 ℃;
for 1.5h;
pH=12 - 14;
Product distribution / selectivity;
|
|
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 20 ℃;
|
4-fluoro-2-methoxy-1-nitrobenzene
1-(4-amino-3-methoxyphenyl)-N,N-dimethylpiperidine-4-amine
| Conditions | Yield |
|---|---|
|
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 80 °C
2: hydrogen; palladium 10% on activated carbon / ethanol / 2.5 h
With
palladium 10% on activated carbon; hydrogen; potassium carbonate;
In
ethanol; acetonitrile;
|
|
|
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 120 °C
2: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 1520.1 Torr / Inert atmosphere
With
palladium 10% on activated carbon; hydrogen; potassium carbonate;
In
ethanol; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 70 °C
2: trimethyl orthoformate; formic acid / tetrahydrofuran / 7 h / 70 °C
3: hydrogen; palladium 10% on activated carbon / methanol / 6 h
With
formic acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; trimethyl orthoformate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 70 °C
2: Dess-Martin periodane / dichloromethane / 3 h
3: trimethyl orthoformate; formic acid / tetrahydrofuran / 7 h / 70 °C
4: hydrogen; palladium 10% on activated carbon / methanol / 6 h
With
formic acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; Dess-Martin periodane; trimethyl orthoformate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 80 °C
2: ammonium chloride; zinc / methanol / 3 h / 20 °C / Reflux
With
potassium carbonate; ammonium chloride; zinc;
In
methanol; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 80 °C
2: ammonium chloride; zinc / methanol / 3 h / 20 °C / Reflux
With
potassium carbonate; ammonium chloride; zinc;
In
methanol; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 70 °C
1.2: pH 12 - 14
2.1: iron; ammonium chloride / ethanol; water / 1.5 h / 100 °C / pH 12 - 14
With
iron; ammonium chloride; N-ethyl-N,N-diisopropylamine;
In
ethanol; water; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 3 h / 60 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C
With
palladium 10% on activated carbon; hydrogen; potassium carbonate;
In
methanol; acetonitrile;
|
|
|
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 4 h / Heating
2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C
With
palladium 10% on activated carbon; hydrogen; potassium carbonate;
In
methanol; N,N-dimethyl-formamide;
|
1-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidine-4-amine
4-fluoro-2-methoxy-1-nitrobenzene
dimethyl-piperidin-4-yl-amine
4-HYDROXYPIPERIDINE
4-(6-chloroimidazo[2,1-b]thiazol-5-yl)-N-(4-(4-(dimethylamino)piperidin-1-yl)-2-methoxyphenyl)pyrimidin-2-amine
(2-((5-chloro-2-((4-(4-(dimethylamino)piperidin-1-yl)-2-methoxyphenyl )amino)pyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide
