5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile → N-[2-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-5-methyl-4-pyridinyl]acetamide

関与物質

反応条件

反応手順

Ref: _Angew. Chem. Int. Ed._ **2006** , _45_ , 6523-6527 1\. To a microwave tube was added N-(2-amino-5-methylpyridin-4-yl)acetamide (43 mg, 0.26 mmol), 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (85 mg, 0.36 mmol), Cs2CO3 (254 mg, 0.78 mmol), Pd2dba3 (23.84 mg, 0.03 mmol), and di- tert-butyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (22.11 mg, 0.05 mmol). The mixture was dissolved in DMF (1 mL) and sealed. The tube was de-gassed and inflated with N2. 2\. The reaction was heated at 90°C in oil-bath for 4 hr. LCMS showed partial formation of product. Heated overnight at 90°C. 3\. The reaction mixture was filtered through celite pad and the filtrate was loaded onto column and run chromotography to purify (10% MeOH in DCM), semi- pure product was obtained and the sample was submitted to analytical group for further purification. 4\. 10 mg pure product was obtained. 1H NMR (400 MHz, DMSO- _d_ 6) d ppm 0.73 (d, _J_ =2.78 Hz, 2 H) 0.85 (d, _J_ =5.05 Hz, 2 H) 2.15 (d, _J_ =12.88 Hz, 7 H) 2.62 (br. s., 1 H) 7.36 (s, 1 H)7.98 (s, 1 H) 8.09 (s, 1 H) 8.35 (s, 1 H) 8.38 (s, 1 H) 9.38 (s, 1 H) 10.11 (s, 1 H)

情報源と証拠