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| | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Basic information |
| Product Name: | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE | | Synonyms: | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE;2-Pyridinecarboxamide,4-(4-amino-3-fluorophenoxy)-N-methyl-;4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamide;4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide;4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYL-2-PYRIDINECARBOXAMIDE;4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide
EINECS;4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLIMIDE;Regorafenib Intermediate | | CAS: | 757251-39-1 | | MF: | C13H12FN3O2 | | MW: | 261.25 | | EINECS: | 692-721-8 | | Product Categories: | Regorafenib | | Mol File: | 757251-39-1.mol |  |
| | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Chemical Properties |
| 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℃ |
| WGK Germany | WGK 2 | | HS Code | 2933.39.9200 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 2 |
| | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Usage And Synthesis |
| 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 |
| | 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE Preparation Products And Raw materials |
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