反应详情

To a 25 mL round bottom flask was added 2-bromo-5-(methylthio)-1,3,4-thiadiazole (0.40 g, 1.9 mmol) (prepared as described in WO 97/30981, isoquinolin-6-ylboronic acid (0.39 g, 2.3 mmol) (prepared as described in US Patent Publication No. US 2007/0173506), Pd(PPh3)4 (0.11 g, 0.095 mmol), 2.4 mL of a 2 M Na2CO3 aqueous solution and 2 mL of DME. The reaction was heated at reflux for 16 hours. The reaction mixture was concentrated, and the residue was purified by column chromatography on silica gel (eluting with a gradient from 0 to 70% EtOAc in hexanes) to provide 6-(5-(methylthio)-1,3,4-thiadiazol-2-yl)isoquinoline (0.29 g, 59%) as a yellow solid. LCMS (M+H) 260 calc. for C12H10N3S2 260.0.

1. customprepared
2. temperatureThe reaction was heated
3. temperatureat reflux for 16 hours
4. concentrationThe reaction mixture was concentrated
5. customthe residue was purified by column chromatography on silica gel (
6. washeluting with a gradient from 0 to 70% EtOAc in hexanes)