| Identification | Back Directory | [Name]
4-(3-AMINO-1,2,4-TRIAZIN-6-YL)-2-FLUOROBENZONITRILE | [CAS]
1197377-47-1 | [Synonyms]
(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile
4-(3-AMINO-1,2,4-TRIAZIN-6-YL)-2-FLUOROBENZONITRILE
Benzonitrile, 4-(3-amino-1,2,4-triazin-6-yl)-2-fluoro- | [Molecular Formula]
C10H6FN5 | [MDL Number]
MFCD24642894 | [MOL File]
1197377-47-1.mol | [Molecular Weight]
215.19 |
| Chemical Properties | Back Directory | [Boiling point ]
497.4±55.0 °C(Predicted) | [density ]
1.46±0.1 g/cm3 (20 ºC 760 Torr) | [pka]
2?+-.0.63(Predicted) | [InChI]
InChI=1S/C10H6FN5/c11-8-3-6(1-2-7(8)4-12)9-5-14-10(13)16-15-9/h1-3,5H,(H2,13,14,16) | [InChIKey]
JXQHTMHBDHVPDQ-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(C2N=NC(N)=NC=2)C=C1F |
| Hazard Information | Back Directory | [Uses]
4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile is a useful research chemical compound used in the preparation of salts of [(quinolinylmethyl)imidazotriazinyl]benzamide as tyrosine kinase inhibitors useful in the treatment of diseases. | [Synthesis]
4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile could be synthesize from the reaction of 6-bromo-1,2,4-triazin-3-amine with 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile. A solution concluding these two compounds in 1,4-dioxane (1200 mL) was stirred before K2CO3 was added. The reaction mixture was degassed by bubbling with nitrogen before 1,1'-bis(diphenyl phosphine)ferrocene dichloropalladium(II) complex with dichloromethane (1:1) (Pd(dppf)2Cl2 was added. The resulting reaction mixture was degassed by bubbling with nitrogen and then heated at 86° C. After the reaction mixture was cooled to 0-5° C. 1,4-Dioxane was added before aqueous hydrochloric acid solution was added dropwise to adjust pH to 0.40-0.93. The mixture was stirred at for 30 min and filtered. The solid collected was stirred with 1,4-dioxane, and HCl added. Finally, after purification, product 4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile was obtained.
| [Solubility in organics]
Very soluble in N,N-Dimethylformamide,Soluble in methanol,Sparingly soluble inglacial acetic acid, Very slightly soluble inchloroform, Practically insoluble in water. | [storage]
Keep in dark place,Inert atmosphere,Room temperature |
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