4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile Chemical Properties

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

4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile Usage And Synthesis

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

4-(3-Amino-1,2,4-triazin-6-yl)-2-fluorobenzonitrile(1197377-47-1)Related Product Information

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