2-Acetylamino-4-aminotoluene → N-[5-[[3-cyano-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methylphenyl]acetamide

関与物質

反応条件

反応手順

In a microwave tube, was Cs2CO3 (0.522 g, 1.60 mmol), N-(5-amino-2-methylphenyl)acetamide (0.132 g, 0.80 mmol), Pd2dba3 (0.037 g, 0.04 mmol),5-chloro-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (0.200 g, 0.80 mmol),di-tert- butyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphine (0.034 g, 0.08 mmol). anhydrous DMA (2.0 mL) was added. The resulting mixture was bubbled through N2. Then the tube was capped. under microwave 145C for 30min. This reaction was repeated at 150mg again. The two batches were combined to workup The mixture was concentrated to dryness. Water (20 mL) was added. it was extracted with 10% MeOH in EtOAc, The combined organic phases were dried over Na2SO4, filtered and concentrated to dryness. It was purified by chromatography )Hex to 50% etAOc in Hex to EtOAc to 5% MeOH in EtOAc) to collect the pure product to give the product (86mg, 16.5% from total 350mg SM 5-chloro-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile) which was washed with EtOAc and dried under a high vacuum at 60C for 16h as an offwhite solid

情報源と証拠