2-fluoro-4-(7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl)benzonitrile synthesis
- Product Name:2-fluoro-4-(7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl)benzonitrile
- CAS Number:1029714-87-1
- Molecular formula:C22H13FN6
- Molecular Weight:380.38
![6-((2-(4-bromo-3-fluorophenyl)imidazo[1,2-b][1,2,4]triazin-7-yl)methyl)quinoline](/CAS/20200611/GIF/1029714-86-0.gif)
Yield:1029714-87-1 90%
Reaction Conditions:
with N,N,N,N,-tetramethylethylenediamine;tris-(dibenzylideneacetone)dipalladium(0);4,5-bis(diphenylphosphino)-9,9-dimethylxanthene in N,N-dimethyl-formamide at 160; for 0.138889 h;Sealed tube;Microwave irradiation;
Steps:
7.9
Zinc cyanide (131 mg, 1.11 mmol), tris(dibenzylideneacetone)dipalladium(0) (35 mg, 0.038 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (78.5 mg, 0.136 mmol), and N,N,N'N'-Tetramethylethylenediamine (0.22 mL, 1.4 mmol) were added successively to a mixture of 6-[2-(4-bromo-3-fluorophenyl)imidazo[l,2-b][l,2,4]-triazin-7-yl]methylquinoline (480 mg, 1.10 mmol) in N,N-dimethylformamide (8.7 mL) in a microwave tube. The tube was sealed and degassed three times and heated to 160 0C under microwave irradiation for 500 s. Most of the solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate, washed with aqueous sodium bicarbonate, water and brine, and dried over magnesium sulfate. Filtration and concentration afforded a residue which was purified on a silica gel column with methanol in dichloromethane (0-6 %) to give the desired product. (90%) LCMS: (M+H) = 381.0.
References:
WO2008/64157,2008,A1 Location in patent:Page/Page column 44
1197377-47-1
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