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pd_meltingpoint:206.0 to 210.0 °C
Purity:99%
The invention provides a synthesis metho...
A direct CO2-fixation methodology couple...
The invention relates to a preparation m...
Approved by the FDA in 2012, regorafenib...
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
4-chloro-3-(trifluoromethyl)phenyl isocyanate
regorafenib
| Conditions | Yield |
|---|---|
|
In
ethyl acetate;
at 20 ℃;
for 1.5h;
|
94.5% |
|
In
dichloromethane;
at 0 - 20 ℃;
for 16h;
Inert atmosphere;
|
90% |
|
In
dichloromethane;
for 24h;
|
87% |
|
In
acetone;
at 40 ℃;
for 5h;
|
85% |
|
In
tetrahydrofuran; toluene;
at 27 ℃;
for 4.5h;
|
74.9% |
|
In
tetrahydrofuran;
at 30 ℃;
for 12h;
|
73.46% |
|
In
dichloromethane;
at 0 - 25 ℃;
for 3h;
|
67.2% |
|
In
toluene;
at 20 ℃;
for 72h;
|
47% |
|
In
toluene;
at 20 ℃;
for 72h;
|
47% |
|
In
toluene;
at 20 ℃;
for 72h;
|
47% |
|
In
toluene;
at 20 ℃;
for 72h;
|
47% |
|
In
toluene;
at 20 ℃;
for 72h;
|
47% |
|
In
ethyl acetate;
at 20 - 45 ℃;
for 1.5h;
|
|
|
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 4.5h;
With
acetyl chloride;
In
tetrahydrofuran; methanol; toluene;
for 2.25h;
|
|
|
In
dichloromethane;
at 0 - 5 ℃;
for 4h;
Inert atmosphere;
|
350 g |
|
In
acetone;
at 25 - 30 ℃;
|
5.5 g |
|
In
ethyl acetate;
at 20 ℃;
for 0.5h;
|
|
|
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate;
In
tetrahydrofuran;
at 25 ℃;
for 4h;
Inert atmosphere;
With
hydrogenchloride;
In
water;
at 25 ℃;
for 4h;
|
|
|
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide;
In
dichloromethane;
at 25 - 30 ℃;
Inert atmosphere;
4-chloro-3-(trifluoromethyl)phenyl isocyanate;
In
dichloromethane;
at 0 - 30 ℃;
|
|
|
In
tetrahydrofuran;
at 20 ℃;
for 5h;
|
86.7 g |
|
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate;
With
acetic acid;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 4.5h;
With
acetyl chloride;
In
tetrahydrofuran; methanol;
for 2.25h;
With
water; sodium hydroxide;
In
acetone;
at 40 ℃;
for 0.5h;
|
31.5 g |
|
In
dichloromethane; ethyl acetate;
at 20 ℃;
for 18h;
Inert atmosphere;
Schlenk technique;
|
169 mg |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
Methyl 4-methyl-3-oxopentanoate
4-chloro-3-trifluoromethyl-aniline
regorafenib
| Conditions | Yield |
|---|---|
|
With
dmap;
In
N,N-dimethyl-formamide;
at 140 ℃;
for 4h;
Temperature;
Green chemistry;
|
96.8% |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
4-chloro-3-(trifluoromethyl)phenyl isocyanate
4-amino-3-fluorophenol
C12H16FNO
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide mesylate
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide phenylsulfonate
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide hydrochloride
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
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