2-Acetylamino-4-aminotoluene → N-[5-({3-Cyano-7-[(1-Methyl-1h-Imidazol-4-Yl)amino]pyrazolo[1,5-A]pyrimidin-5-Yl}amino)-2-Methylphenyl]acetamide

関与物質

反応条件

反応手順

To a microwave vial containingN-(5-amino-2-methylphenyl)acetamide (0.120 g, 0.73 mmol), 5-chloro-7-(1-methyl-1H-imidazol-4-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (0.1 g, 0.37 mmol) ,sodium 2-methylpropan-2-olate (0.116 g, 1.21 mmol) and 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.017 g, 0.04 mmol)was added DMA (2.2 ml). Vial was flushed with argon and to it was added Pd2(dba)3 (0.017 g, 0.02 mmol) and the reaction was heated in a MW reactor at 100 ° C for 60 min.Reaction was filtered, and filterate concentrated under reduced pressure to give dark red gum. This was suspended in 10% MeOH : DCM (10 ml) filtered and filterate concentrated to give crude solid. This was purified by flash column using 5-8% MeoH :DCM (1% NH4OH) to give 75 mg of pale yellow solid (EN02331-12-1). LCMS short purity indicated 90% pure. This sample was further purified by triturating the solid in 20% EtOAC: ether (10ml). The solid was filtered, dried to give pale yellow solid (EN 02331-12-2) as desired pdt. Mass spec and NMR are in agreement with the structure. (Note : The Etoac:Ether solution(filterate in the above step) obtained after trituration was concentrated to give solid (23 mg) this was stored for future use.

情報源と証拠