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284462-37-9

Basic Information
CAS No.: 284462-37-9
Name: 4-(4-Aminophenoxy)-N-methylpicolinamide
Article Data: 70
Molecular Structure:
Molecular Structure of 284462-37-9 (4-(4-Aminophenoxy)-N-methylpicolinamide)
Formula: C13H13N3O2
Molecular Weight: 243.265
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
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
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.