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284462-37-9

Basic Information
CAS No.: 284462-37-9
Name: 4-(4-Aminophenoxy)-N-methylpicolinamide
Molecular Structure:
Molecular Structure of 284462-37-9 (4-(4-Aminophenoxy)-N-methylpicolinamide)
Formula: C13H13N3O2
Molecular Weight: 243.26
Synonyms: 2-Pyridinecarboxamide,4-(4-aminophenoxy)-N-methyl-;4-(4-Aminophenoxy)-N-methyl-2-pyridinecarboxamide;4-[[2-(N-Methylcarbamoyl)-4-pyridyl]oxy]anilin;[4-(4-Aminophenoxy-2-pyridyl)]-2-methylcarboxamide;
EINECS: 608-211-5
Density: 1.241 g/cm3
Melting Point: 110-112 °C
Boiling Point: 476.8 °C at 760 mmHg
Flash Point: 242.2 °C
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 77.24000
LogP: 2.78780
Synthetic route
123-30-8

4-amino-phenol

220000-87-3

4-chloro-N-methylpicolinamide

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 25℃; for 1h;97%
Stage #1: 4-amino-phenol With potassium hydroxide for 0.166667h;
Stage #2: 4-chloro-N-methylpicolinamide for 1.5h;
97.3%
With 18-crown-6 ether In acetonitrile for 1.5h; Reagent/catalyst; Solvent; Temperature; Reflux;92.5%
864272-34-4

4-(4-nitro)benzyloxy-2-carbonylmethylaminopyridine

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
With hydrogen; nickel In tetrahydrofuran; methanol at 20℃; Product distribution / selectivity;97%
With palladium 10% on activated carbon; hydrogen In methanol at 35℃; under 2068.65 Torr; for 2h;95%
With palladium 10% on activated carbon; hydrogen In methanol at 40 - 50℃; under 7500.75 Torr; Solvent; Autoclave;92.5%
Stage #1: 4-(4-nitro)benzyloxy-2-carbonylmethylaminopyridine With iron(III) chloride hexahydrate; pyrographite In ethanol at 90℃; for 0.5h; Sonication;
Stage #2: With hydrazine hydrate In ethanol Sonication;
70%
With ammonia; tetra(n-butyl)ammonium hydrogensulfate; iron20.1 g
100-02-7

4-nitro-phenol

220000-87-3

4-chloro-N-methylpicolinamide

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 4-nitro-phenol; 4-chloro-N-methylpicolinamide With potassium carbonate for 4h; Reflux;
Stage #2: With iron(III) chloride; hydrazine hydrate; FeCl3/C In ethanol for 3h; Concentration; Reflux;
94.6%
Stage #1: 4-nitro-phenol With potassium hydroxide for 0.166667h; Heating; Green chemistry;
Stage #2: 4-chloro-N-methylpicolinamide for 1.5h; Green chemistry;
Stage #3: With iron(III) chloride; pyrographite; hydrazine hydrate In ethanol; 1,2-dichloro-ethane for 3h; Reflux; Green chemistry;
94.5%

C12H9ClN2O2

74-89-5

methylamine

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at -5 - 10℃; for 1.5h; Large scale;84.1%
73771-11-6

4-chloropyridine-2-carbohydrazide

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Stage #1: With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
Stage #2: 4-chloropyridine-2-carbohydrazide With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 80℃; for 6h; Inert atmosphere;
80%
220000-87-3

4-chloro-N-methylpicolinamide

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 8h;
71%
With potassium tert-butylate; potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 10h; Product distribution / selectivity;
Multi-step reaction with 2 steps
1: ethyl acetate
2: ammonia; iron; tetra(n-butyl)ammonium hydrogensulfate
View Scheme
114780-06-2

4-chloro-N,N-dimethylpyridine-2-carboxamide

123-30-8

4-amino-phenol

220000-87-3

4-chloro-N-methylpicolinamide

A

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

B

284462-86-8

4-(4-aminophenoxy)-N,N-dimethylpicolinamide

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 4-chloro-N,N-dimethylpyridine-2-carboxamide; 4-chloro-N-methylpicolinamide With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;
A 70%
B 69%
284462-78-8

4-(3-aminophenoxy)-N-methylpicolinamide

32315-10-9

bis(trichloromethyl) carbonate

67291-63-8

2-amino-3-methoxynaphthalene

A

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

B

5-tert-Butyl-2-(2,5-dimethylpyrrolyl)-aniline

284462-56-2

3-(4-aminophenoxy)-N-methylbenzamide

320-51-4

4-chloro-3-trifluoromethyl-aniline

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

of4-aminophenol

of4-aminophenol

220000-87-3

4-chloro-N-methylpicolinamide

A

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

B

of4-(2-(N-methylcarbamoyl)-4-pyridyloxy)aniline

of4-(2-(N-methylcarbamoyl)-4-pyridyloxy)aniline

Conditions
ConditionsYield
With potassium tert-butylate; potassium carbonate In N,N-dimethyl-formamide
98-98-6

2-Picolinic acid

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / N,N-dimethyl-formamide / 17.5 h / 50 °C / Inert atmosphere; Reflux
2.1: tetrahydrofuran; methanol / 0 - 20 °C
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C
3.2: 6 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride; N,N-dimethyl-formamide / 16 h / 72 °C
2: 5 h / 3 °C
3: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide
View Scheme
Multi-step reaction with 3 steps
1.1: thionyl chloride / N,N-dimethyl-formamide / 50 °C / Inert atmosphere; Reflux
2.1: tetrahydrofuran; methanol / 2 h / 0 - 20 °C
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C
3.2: 6 h / 80 °C / Inert atmosphere
View Scheme
53750-66-6

4-chloro-pyridine-2-carbonyl chloride

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; methanol / 0 - 20 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C
2.2: 6 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; methanol / 2 h / 0 - 20 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C
2.2: 6 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: 2 h / 30 °C
2.1: tetrahydrofuran; methanol / 3 h / 2 - 20 °C
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
3.2: 10 h / 80 - 85 °C
View Scheme

4-chloro-2-pyridine carboxylic acid chloride hydrochloride

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5 h / 3 °C
2: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; methanol / 4 h / 0 - 3 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C
2.2: 8 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / 16.42 h / 0 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.02 h / Inert atmosphere
2.2: 4 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; methanol / 4 h / 0 - 3 °C
2.1: potassium tert-butylate / DMF (N,N-dimethyl-formamide) / 2 h / 20 °C
2.2: 8 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: water; tetrahydrofuran
2: sodium hydride / dimethyl sulfoxide / 3 h / 100 °C
View Scheme
24484-93-3

4-Chloro-pyridine-2-carboxylic acid methyl ester

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; methanol / 3 h / 2 - 20 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
2.2: 10 h / 80 - 85 °C
View Scheme
Multi-step reaction with 2 steps
1: water / 3 h / 20 °C
2: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: water; tetrahydrofuran / 3 h / 20 °C
2: potassium tert-butylate / N,N-dimethyl-formamide / 3 h / 100 °C
View Scheme
99586-65-9

4-chloropicolinamide

123-30-8

4-amino-phenol

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
Stage #2: 4-chloropicolinamide With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 80℃; for 6h; Inert atmosphere;
1012058-77-3

4‐(4‐aminophenoxy)‐2‐pyridine carboxylic acid

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / chloroform / 1.5 h / Reflux; Large scale
2: potassium carbonate / water; N,N-dimethyl-formamide / 1.5 h / -5 - 10 °C / Large scale
View Scheme
62150-45-2

4-bromo-2-cyanopyridine

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / tetrahydrofuran; water / 5.5 h / Reflux; Large scale
2: thionyl chloride / chloroform / 1.5 h / Reflux; Large scale
3: potassium carbonate / water; N,N-dimethyl-formamide / 1.5 h / -5 - 10 °C / Large scale
View Scheme
123-30-8

4-amino-phenol

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / tetrahydrofuran; water / 5.5 h / Reflux; Large scale
2: thionyl chloride / chloroform / 1.5 h / Reflux; Large scale
3: potassium carbonate / water; N,N-dimethyl-formamide / 1.5 h / -5 - 10 °C / Large scale
View Scheme
284461-73-0

sorafenib

A

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

B

123-30-8

4-amino-phenol

Conditions
ConditionsYield
With hydrogenchloride; water; sodium chloride at 0℃; for 3h; pH=1.5; pH-value;
5470-22-4

4-chloropicolinic acid

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 15.5 h / 0 - 20 °C / Inert atmosphere
2.1: tetrahydrofuran / 16.42 h / 0 - 20 °C / Inert atmosphere
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.02 h / Inert atmosphere
3.2: 4 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / ethanol; water / 4 h / 120 °C
2: ethyl acetate
3: ammonia; iron; tetra(n-butyl)ammonium hydrogensulfate
View Scheme
6144-78-1

N-methylpyridine-2-carboxamide

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: fluorine; sulfuric acid / 25 °C
2: caesium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C
3: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 35 °C / 2068.65 Torr
View Scheme
64064-56-8

ethyl 4-chloropyridine-2-carboxylate

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: chlorobenzene / 4 h / 130 °C / UV-irradiation
2.1: ethanol; sodium hydroxide / 1 h / 20 °C
3.1: thionyl chloride / 0.17 h / 85 °C / Sonication
4.1: triethylamine / dichloromethane; water / 0.33 h / Cooling with ice
4.2: 0.5 h / Cooling with ice
5.1: iron(III) chloride hexahydrate; pyrographite / ethanol / 0.5 h / 90 °C / Sonication
5.2: Sonication
View Scheme

ethyl 4-(4-nitrophenoxy)picolinate

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol; sodium hydroxide / 1 h / 20 °C
2.1: thionyl chloride / 0.17 h / 85 °C / Sonication
3.1: triethylamine / dichloromethane; water / 0.33 h / Cooling with ice
3.2: 0.5 h / Cooling with ice
4.1: iron(III) chloride hexahydrate; pyrographite / ethanol / 0.5 h / 90 °C / Sonication
4.2: Sonication
View Scheme

4-(4-nitrophenoxy)picolinic acid

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / 0.17 h / 85 °C / Sonication
2.1: triethylamine / dichloromethane; water / 0.33 h / Cooling with ice
2.2: 0.5 h / Cooling with ice
3.1: iron(III) chloride hexahydrate; pyrographite / ethanol / 0.5 h / 90 °C / Sonication
3.2: Sonication
View Scheme

4-(4-nitrophenoxy)pyridine-2-carbonyl chloride

284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane; water / 0.33 h / Cooling with ice
1.2: 0.5 h / Cooling with ice
2.1: iron(III) chloride hexahydrate; pyrographite / ethanol / 0.5 h / 90 °C / Sonication
2.2: Sonication
View Scheme
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

(4-chloro-3-trifluoromethyl aniline)carboxylic acid allyl ester

284461-73-0

sorafenib

Conditions
ConditionsYield
With 1-Methylpyrrolidine In dichloromethane at 30℃; for 24h; Solvent; Temperature;97.6%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

115029-23-7

2-fluoro-5-(trifluoromethyl)benzoic acid

1313019-74-7

4-(4-(2-fluoro-5(trifluoromethyl)benzamido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
Stage #1: 2-fluoro-5-(trifluoromethyl)benzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 0.516667h;
Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In N,N-dimethyl-formamide for 12h;
97%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

404-71-7

1-fluoro-3-isocyanatobenzene

4-(4-(3-(3-fluorophenyl)ureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In dichloromethane for 48h;97%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

327-78-6

4-chloro-3-(trifluoromethyl)phenyl isocyanate

284461-73-0

sorafenib

Conditions
ConditionsYield
With zirconia grinding balls In acetonitrile for 4h; Milling;96%
In ethyl acetate at 20 - 30℃; Large scale;94.2%
In dichloromethane93%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

104-15-4

toluene-4-sulfonic acid

327-78-6

4-chloro-3-(trifluoromethyl)phenyl isocyanate

sorafenib tosylate

Conditions
ConditionsYield
Stage #1: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate In ethyl acetate at 40 - 71℃; for 0.5h;
Stage #2: toluene-4-sulfonic acid In water; ethyl acetate at 71℃; for 0.666667h; Product distribution / selectivity;
96%
Stage #1: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate In butanone at 20 - 85℃;
Stage #2: toluene-4-sulfonic acid In butanone at 20℃;
88%
Stage #1: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide; 4-chloro-3-(trifluoromethyl)phenyl isocyanate In tetrahydrofuran at 25 - 64℃; for 0.5h;
Stage #2: toluene-4-sulfonic acid In tetrahydrofuran at 64℃; Product distribution / selectivity;
81.6%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1195-45-5

para-fluorophenyl isocyanate

1285533-80-3

4-[4-[[[[4-fluorophenyl]amino]carbonyl]amino]phenoxy]-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
In dichloromethane for 48h;96%
In acetone at 20 - 40℃;
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1737-36-6

4-chloro-3-(trifluoromethyl)benzoic acid

530-62-1

1,1'-carbonyldiimidazole

4-(4-(4-chloro-3-(trifluoromethyl)phenylamido)phenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 4-chloro-3-(trifluoromethyl)benzoic acid; 1,1'-carbonyldiimidazole In tetrahydrofuran at 45℃; for 3h; Inert atmosphere; Enzymatic reaction;
Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In tetrahydrofuran at 20℃; for 2h;
96%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

69922-27-6

1-fluoro-2-isocyanato-4-(trifluoromethyl)benzene

847054-10-8

4-(4-(3-(2-fluoro-5-(trifluoromethyl)phenyl)ureido)phenoxy)-N-methylpyridine-2-carboxamide

Conditions
ConditionsYield
In dichloromethane for 72h;96%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

16744-98-2

1-Fluoro-2-isocyanato-benzene

4-(4-(3-(2-fluorophenyl)ureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In dichloromethane for 48h;96%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1187086-96-9

N-[4-chloro-3-(trifluoromethyl)phenyl]-1H-imidazole-1-carboxamide

284461-73-0

sorafenib

Conditions
ConditionsYield
In chlorobenzene at 70 - 75℃; for 0.25h; Product distribution / selectivity;95%
In ethyl acetate at 20 - 50℃; for 2.75h;77%
With potassium carbonate In dichloromethane for 8h; Milling;72%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1548-13-6

p-trifluoromethyl-phenylisocyanate

N-methyl-4-(4-(3-(4-(trifluoromethyl)phenyl)ureido)phenoxy)pyridine-2-carboxamide

Conditions
ConditionsYield
In dichloromethane for 48h;95%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-methyl-4-(4-(3-(trifluoromethyl)benzamido)phenoxy)picolinamide

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 2h;95%
Stage #1: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide; 3-(Trifluoromethyl)benzoyl chloride With pyridine In dichloromethane for 14h; Inert atmosphere;
Stage #2: With pyridine
74%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

39718-32-6

2,5-difluorophenyl isocyanate

4-(4-(3-(2,5-difluorophenyl)ureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In dichloromethane for 24h;94%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

329-15-7

4-trifluoromethyl-phenyl acetyl chloride

1125780-43-9

N-methyl-4-(4-(4-(trifluoromethyl)benzamido)phenoxy)picolinamide

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 2h;93.2%
With pyridine In tetrahydrofuran at 20℃; for 2h;
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

2,6-difluorophenyl isocyanate

4-(4-(3-(2,6-difluorophenyl)ureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In dichloromethane for 48h;93%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

15863-41-9

1-isothiocyanato-4-(methylthio)benzene

N-methyl-4-(4-(3-(4-(methylthio)phenyl)thioureido)phenoxy)picolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;93%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1737-36-6

4-chloro-3-(trifluoromethyl)benzoic acid

2,2,2,-trichloroethoxycarbonyl azide

284461-73-0

sorafenib

Conditions
ConditionsYield
Stage #1: 4-chloro-3-(trifluoromethyl)benzoic acid; 2,2,2,-trichloroethoxycarbonyl azide With dmap; copper diacetate In dimethyl sulfoxide at 100℃; for 6h; Curtius Rearrangement; Inert atmosphere;
Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;
93%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1544-68-9

4-fluorophenyl isothiocyanate

1229611-42-0

4-(4-(3-(4-fluorophenyl)thioureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;92%
In dichloromethane at 0 - 20℃; for 20h; Inert atmosphere;70.3%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

3529-82-6

3-nitrophenyl isothiocyanate

N-methyl-4-(4-(3-(3-nitrophenyl)thioureido)phenoxy)picolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;92%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

3137-84-6

3-ethoxycarbonylphenyl isothiocyanate

ethyl 3-(3-(4-((2-(methylcarbamoyl)pyridin-4-yl)oxy)phenyl)thioureido)benzoate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;92%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

19241-24-8

4-(tert-butylbenzyl)isothiocyanate

4-(4-(3-(4-(tert-butyl)phenyl)thioureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;92%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

312-94-7

2-trifluoromethylbenzoyl chloride

N-methyl-4-(4-(2-(trifluoromethyl)benzamido)phenoxy)picolinamide

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 2h;92%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

320-51-4

4-chloro-3-trifluoromethyl-aniline

530-62-1

1,1'-carbonyldiimidazole

284461-73-0

sorafenib

Conditions
ConditionsYield
Stage #1: 4-chloro-3-trifluoromethyl-aniline; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 16h; Inert atmosphere;
Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In dichloromethane Inert atmosphere;
91%
Stage #1: 4-chloro-3-trifluoromethyl-aniline; 1,1'-carbonyldiimidazole In dichloromethane at 25 - 35℃; for 18h;
Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In dichloromethane at 25 - 35℃; for 48.75h;
90 g
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

103-72-0

phenyl isothiocyanate

N-methyl-4-(4-(3-phenylthioureido)phenoxy)picolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;91%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1985-12-2

4-Bromophenyl isothiocyanate

4-(4-(3-(4-bromophenyl)thioureido)phenoxy)-N-methylpicolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;91%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

41513-02-4

4-bromo-3-(trifluoromethyl)phenyl isocyanate

4-{4-[({[4-bromo-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenoxy}-N-methyl-2-pyridine carboxamide

Conditions
ConditionsYield
In dichloromethane90%
In dichloromethane90%
In dichloromethane90%
In dichloromethane90%
In dichloromethane at 0 - 20℃; for 16h;90%
284462-37-9

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

1012058-77-3

4‐(4‐aminophenoxy)‐2‐pyridine carboxylic acid

Conditions
ConditionsYield
Reflux; Alkaline conditions;90%
With potassium carbonate In water at 100℃; for 2h;90%
Stage #1: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide With potassium hydroxide; water at 100℃; for 2h;
Stage #2: With water pH=5;
80%
With water; potassium hydroxide at 100℃;18.9 g
Downstream Products
284461-73-0
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Chemistry

Molecular structure of 4-(4-Aminophenoxy)-N-methylpicolinamide (CAS NO.284462-37-9) is:

Product Name: 4-(4-Aminophenoxy)-N-methylpicolinamide
CAS Registry Number: 284462-37-9
Systematic Name: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
Empirical Formula: C13H13N3O2
Molecular Weight: 243.2612
Melting Point: 110-112°C
Index of Refraction: 1.618
Molar Refractivity: 68.64 cm3
Molar Volume: 195.8 cm3
Surface Tension: 54.2 dyne/cm
Density: 1.241 g/cm3
Flash Point: 242.2 °C
Enthalpy of Vaporization: 74.06 kJ/mol
Boiling Point: 476.8 °C at 760 mmHg
Vapour Pressure: 2.96E-09 mmHg at 25°C
Product Categories: Sorafinib;Aromatics Compounds;Aromatics;Bases & Related Reagents;Heterocycles;Nucleotides

Specification

 4-(4-Aminophenoxy)-N-methylpicolinamide , its cas register number is 284462-37-9. It also can be called 2-Pyridinecarboxamide,4-(4-aminophenoxy)-N-methyl- ; 4-(4-Aminophenoxy)-N-methyl-2-pyridinecarboxamide ; 4-[[2-(N-Methylcarbamoyl)-4-pyridyl]oxy]anilin ; [4-(4-Aminophenoxy-2-pyridyl)]-2-methylcarboxamide .It is a light-brown solid.