2-Amino-N-methylbenzamide → 2-[[2-[(1,3-dimethylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyridin-4-yl]amino]-N-methylbenzamide

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2-amino-N-methylbenzamide (39.3 mg, 0.26 mmol), N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (50 mg, 0.13 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (7.57 mg, 0.01 mmol), diacetoxypalladium (1.469 mg, 6.54 µmol) and cesium carbonate (85 mg, 0.26 mmol) were dissolved in dioxane (1 mL) and sealed into a microwave tube. Argon was let to bubble in the mixture for 5 minutes. The reaction was heated to 90 °C, over a period of 90 minutes. LCMS showed complete and pretty clean reaction. The reaction mixture was allowed to cool to room temperature under stirring, diluted with dichloromethane and decalite speed + was added. The mixture was concentrated and the crude product was purified by flash chromatography on silica gel eluting with 0 to 5% methanol in ethyl acetate/DCM (1/1). The solvent was evaporated to dryness, a bit of diethyl ether was added in order to crystallised but it didn't work. So it was concentrated again to afford 2-(2-(1,3-dimethyl-1H-pyrazol-4-ylamino)-5-(trifluoromethyl)pyridin-4-ylamino)-N-methylbenzamide (50.0 mg, 94 %) as a brown dry film.

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