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| | 4-Amino-2-trifluoromethylpyridine Basic information |
| Product Name: | 4-Amino-2-trifluoromethylpyridine | | Synonyms: | 2-Ctrifluoromethyl/pyridin-4-amine;4-Amino-2-(trifluoromethyl)-pyridine;2-(Trifluoromethyl)pyridin-4-amine;2-CTRIFLUOROMETHYL/PYRIDIN-4-AMINE,98%;4-Amino-2-(trifluoromethyl)pyridine HCl;2-trifluoromethyl-4-aminopyridine;2-Trifluoromethyl-pyridin-4-ylamine;2-(Trifluoromethyl)pyridin-4-amine (4-Amino-2-trifluoromethylpyridine) | | CAS: | 147149-98-2 | | MF: | C6H5F3N2 | | MW: | 162.11 | | EINECS: | | | Product Categories: | Pyridine;Fluorine series | | Mol File: | 147149-98-2.mol |  |
| | 4-Amino-2-trifluoromethylpyridine Chemical Properties |
| Melting point | 58-62°C | | Boiling point | 230.7±40.0 °C(Predicted) | | density | 1.368±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | powder to crystal | | pka | 4.62±0.50(Predicted) | | color | White to Almost white | | InChI | InChI=1S/C6H5F3N2/c7-6(8,9)5-3-4(10)1-2-11-5/h1-3H,(H2,10,11) | | InChIKey | LYNBZRJTRHTSKI-UHFFFAOYSA-N | | SMILES | C1(C(F)(F)F)=NC=CC(N)=C1 |
| Hazard Codes | T,Xi | | Risk Statements | 25-36-43 | | Safety Statements | 26-36/37 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | 6.1 | | PackingGroup | Ⅲ | | HS Code | 29333990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Irrit. 2 |
| | 4-Amino-2-trifluoromethylpyridine Usage And Synthesis |
| Chemical Properties | 4-Amino-2-trifluoromethylpyridine can undergo a Chichibabin reaction to introduce an additional amine group in the para-position. It is employed in the synthesis of oral checkpoint kinase inhibitor for immunotherapy. | | Uses | 4-Amino-2-(trifluoromethyl)pyridine are involved in many syntheses of active pharmaceutical ingredients (APIs), such as naporafenib, a RAF inhibitor used in the treatment of RAF-driven cancers. | | Synthesis | The general procedure for the synthesis of 2-trifluoromethyl-4-aminopyridine from the compound (CAS:147149-97-1) is as follows: 3) 0.86 g of the compound of Example 65.4 was dissolved in 50 mL of anhydrous ethanol at room temperature, and 88 mg of 10% palladium/carbon catalyst was added under argon protection. Subsequently, the reaction was hydrogenated for 3 hours at room temperature and 5 bar hydrogen pressure. Upon completion of the reaction, the reaction mixture was filtered through a depth filter and washed with ethanol. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with the eluent being a 95:5 solvent mixture of dichloromethane/methanol. Compound 65.5 was finally obtained in 88% yield.1H NMR (δ, ppm): 8.10 (d, 1H), 6.9 (s, 1H), 6.65 (d, 1H), 6.52 (s, 2H). | | References | [1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 20, p. 7150 - 7163
[2] Patent: US2009/215728, 2009, A1. Location in patent: Page/Page column 56
[3] Patent: WO2010/126851, 2010, A1. Location in patent: Page/Page column 114
[4] Patent: WO2007/119055, 2007, A1. Location in patent: Page/Page column 34-35 |
| | 4-Amino-2-trifluoromethylpyridine Preparation Products And Raw materials |
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