| Identification | Back Directory | [Name]
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE | [CAS]
757251-39-1 | [Synonyms]
Regofenib impurity 4
Regorafenib USP RC A
Regorafenib Impurity 35
Regorafenib Intermediate
Regorafenib EP Impurity A
4-(4-amino-3-fluorophenoxy)
AFP-Picolin Methylamide Impurity
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLIMIDE
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE
4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide
EINECS
4-(4-amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamid
4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide
4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYL-2-PYRIDINECARBOXAMIDE
2-Pyridinecarboxamide,4-(4-amino-3-fluorophenoxy)-N-methyl-
4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamine
4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamide
AFP-Picolin Methylamide ImpurityQ: What is
AFP-Picolin Methylamide Impurity Q: What is the CAS Number of
AFP-Picolin Methylamide Impurity Q: What is the storage condition of
AFP-Picolin Methylamide Impurity Q: What are the applications of
AFP-Picolin Methylamide Impurity | [EINECS(EC#)]
692-721-8 | [Molecular Formula]
C13H12FN3O2 | [MDL Number]
MFCD09033852 | [MOL File]
757251-39-1.mol | [Molecular Weight]
261.25 |
| Chemical Properties | Back Directory | [Melting point ]
143 °C | [Boiling point ]
459.8±45.0 °C(Predicted) | [density ]
1.305 | [vapor pressure ]
0Pa at 20℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
13.92±0.46(Predicted) | [color ]
Orange to Dark Red to Brown | [Water Solubility ]
190mg/L at 20℃ | [Major Application]
pharmaceutical (small molecule) | [InChI]
InChI=1S/C13H12FN3O2/c1-16-13(18)12-7-9(4-5-17-12)19-8-2-3-11(15)10(14)6-8/h2-7H,15H2,1H3,(H,16,18) | [InChIKey]
ZQHJPIPGBODVTG-UHFFFAOYSA-N | [SMILES]
C1(C(NC)=O)=NC=CC(OC2=CC=C(N)C(F)=C2)=C1 | [LogP]
1.3 at 25℃ |
| Safety Data | Back Directory | [WGK Germany ]
WGK 2 | [HS Code ]
2933.39.9200 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Chronic 2 |
| Hazard Information | Back Directory | [Chemical Properties]
4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide has the appearance of a white to yellow powder or crystals, which is stable and non-reactive under normal conditions of use, storage and transport. | [Uses]
4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide is a compound used as a reagent to synthesize Regorafenib (R143000), a multikinase inhibitor that is used to treat patients with advanced colorectal cancer. | [Definition]
ChEBI: 4-(4-Amino-3-fluorophenoxy)-N-methyl-2-pyridinecarboxamide is an aromatic ether. | [Synthesis]
Under nitrogen atmosphere, 363 g of 4-amino-3-fluorophenol, 374 g of 4-chloro-N-methylpyridine-2-carboxamide and 3740 mL of N,N-dimethylacetamide were sequentially added to the reaction vessel and stirred until completely dissolved. Subsequently, 115 g of sodium hydroxide was added and the temperature of the reaction system was raised to 105 °C and the temperature was maintained for 1 hour. Upon completion of the reaction, 5600 mL of water was added to the system, the mixture was cooled to 10 °C and stirred at this temperature overnight to promote crystallization. After separation by filtration, 509 g of the brown solid product 4-(4-amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide was obtained by drying. The product was analyzed by high performance liquid chromatography (HPLC) and showed a purity of 99.3%, a melting point of 141.5-142.5 °C and a yield of 88.9%. | [References]
[1] Patent: CN108997209, 2018, A. Location in patent: Paragraph 0024; 0025; 0027; 0029; 0031; 0033; 0035
[2] Patent: US2017/334856, 2017, A1. Location in patent: Paragraph 0036
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 577 - 583
[4] Patent: CN104592105, 2017, B. Location in patent: Paragraph 0227; 0228; 0229; 0230; 0233-0235; 0238-0241
[5] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 34 |
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