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4-(4-Aminophenoxy)-N-methylpicolinamide

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4-(4-Aminophenoxy)-N-methylpicolinamide Basic information

Product Name:
4-(4-Aminophenoxy)-N-methylpicolinamide
Synonyms:
  • 4-(4-aMiNApheNAxy)-N-MethylpicolinaMide
  • 4-(4-aMinophenoxy)-N-MethylpicolinaMide oxalate
  • N-Methyl-4-(4-aMinophenoxy)pyridine-2-carboxaMide
  • Sorafenib impurity A
  • Sorafenib Intermediate
  • Sorafenib Related Compound 23
  • Sorafen
  • Sorafenib Aminophenoxy Impurity
CAS:
284462-37-9
MF:
C13H13N3O2
MW:
243.26
EINECS:
608-211-5
Product Categories:
  • Sorafinib
  • Aromatics Compounds
  • Aromatics
  • Bases & Related Reagents
  • Heterocycles
  • Nucleotides
  • Sorafenib tosylate
  • 284462-37-9
Mol File:
284462-37-9.mol
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4-(4-Aminophenoxy)-N-methylpicolinamide Chemical Properties

Melting point:
110-112°C
Boiling point:
476.8±40.0 °C(Predicted)
Density 
1.241±0.06 g/cm3(Predicted)
vapor pressure 
0.001-0.05Pa at 20-109.84℃
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
13.96±0.46(Predicted)
color 
White to Light yellow to Light orange
LogP
0.9 at 25℃ and pH7
Surface tension
71.71mN/m at 883.8mg/L and 20.1℃
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Safety Information

HazardClass 
IRRITANT
HS Code 
2933399990
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4-(4-Aminophenoxy)-N-methylpicolinamide Usage And Synthesis

Chemical Properties

Light-Brown Solid

Uses

Sorafenib intermediate

Synthesis

To a solution of 4-aminophenol (1 g, 9.2 mmol) in DMF (20 mL) was added 1M potassium ier/-butoxide in THF (9.7 mL, 9.7 mmol) at room temperature. After 2h, (4-chloro(2-pyridyl))-N- methyl carboxamide (1.6 g, 9.2 mmol) and potassium carbonate (0.64 g, 4.6 mmol) were added, and then the reaction mixture was heated to 80 °C for 6h. After cooling, the reaction mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with brine (20 mL) and dried over magnesium sulfate. The solvent was removed in vacuo. The residue was purified by column chromatography to afford 4-(4-Aminophenoxy)-N-methylpicolinamide (2.2 g, 80 %) as a light-brown solid.

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