| Identification | Back Directory | [Name]
4-(4-Aminophenoxy)-N-methylpicolinamide | [CAS]
284462-37-9 | [Synonyms]
Sorafenib INT2
Sorafenib impurity A
[4-(4-Aminophenoxy-2-pyridyl)]
4-(4-Aminophenoxy)-N-methylpicolimide
4-(4-Aminophenoxy)-N-methylpicolinamide
4-(4-aMiNApheNAxy)-N-MethylpicolinaMide
4-[[2-(N-Methylcarbamoyl)-4-pyridyl]oxy]anilin
4-[[2-(N-Methylcarbamoyl)-4-pyridyl]oxy]aniline
4-(4-aMinophenoxy)-N-MethylpicolinaMide oxalate
N-Methyl-4-(4-aMinophenoxy)pyridine-2-carboxaMide
4-(4-Aminophenoxy)-N-methyl-2-pyridinecarboxamide
4-(4-Aminophenoxy)-N-methylpyridine-2-carboxamide
[4-(4-Aminophenoxy-2-pyridyl)]-2-methylcarboxamide
4-(4- aMinophenoxy)-N- Methyl-2- pyridineforMaMide
4-(4-AMinophenoxy)-pyridine-2-carboxylic acid aMide
4-(4-Aminophenyloxy)-N-methyl-2-pyridininecarboxamide
4-(4-AMino-phenoxy)-pyridine-2-carboxylicacidMethylaMide
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide oxalate | [EINECS(EC#)]
608-211-5 | [Molecular Formula]
C13H13N3O2 | [MDL Number]
MFCD08692047 | [MOL File]
284462-37-9.mol | [Molecular Weight]
243.26 |
| Chemical Properties | Back Directory | [Appearance]
Light-Brown Solid | [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. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
solid | [pka]
13.96±0.46(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C13H13N3O2/c1-15-13(17)12-8-11(6-7-16-12)18-10-4-2-9(14)3-5-10/h2-8H,14H2,1H3,(H,15,17) | [InChIKey]
RXZZBPYPZLAEFC-UHFFFAOYSA-N | [SMILES]
C1(C(NC)=O)=NC=CC(OC2=CC=C(N)C=C2)=C1 | [LogP]
0.9 at 25℃ and pH7 | [Surface tension]
71.71mN/m at 883.8mg/L and 20.1℃ |
| Hazard Information | Back Directory | [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.
| [References]
[1] Patent: WO2005/82853, 2005, A1. Location in patent: Page/Page column 209
[2] Patent: CN108409648, 2018, A. Location in patent: Paragraph 0043; 0044
[3] Patent: CN105085388, 2018, B. Location in patent: Paragraph 0028; 0033; 0036; 0039; 0042; 0045; 0048
[4] Patent: CN107915676, 2018, A. Location in patent: Paragraph 0012-0014 |
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