反应详情

温度

160 °C

A microwave tube was charged with 2-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)thiazolo[5,4-c]pyridine (300 mg, 0.81 mmol), 1-(2-Aminoethyl)-5,5-dimethyl-imidazolidine-2,4-dione (138 mg, 0.81 mmol), isopropanol (3 mL) and N,N-diisopropylethylamine (0.21 mL, 1.21 mmol). The vessel was sealed and heated in a microwave reactor at 160° C. for 1000 seconds. The resulting solid was filtered off and washed with methanol (4×10 mL). The solid was then dissolved in dimethylsulfoxide (4 mL) and purified by reverse phase HPLC. Product fractions were combined and loaded onto an SCX cartridge, washed with methanol (4 mL), then free based and eluted with 2 M ammonia in methanol (4 mL). The solvent was evaporated in vacuo to yield 1-(2-(5-bromo-4-(thiazolo[5,4-c]pyridin-2-yl)pyrimidin-2-ylamino)ethyl)-5,5-dimethylimidazolidine-2,4-dione (17 mg, 5%) as a yellow amorphous solid. 1H NMR δ (d6-DMSO, 400 MHz) 1.50 (s, 6H), 3.67 (br. s., 2H), 3.75 (br. s., 2H), 4.32 (br. s., 1H), 6.89 (s, 1H), 7.49 (s, 1H), 8.33 (d, J=5.5 Hz, 1H), 8.91 (d, J=5.1 Hz, 1H), 9.71 (s, 1H): HRMS (M+H)+ Calcd. C17H16BrN7O2S 462.0348. found 462.0339.

1. customThe vessel was sealed
2. filtrationThe resulting solid was filtered off
3. washwashed with methanol (4×10 mL)
4. dissolutionThe solid was then dissolved in dimethylsulfoxide (4 mL)
5. custompurified by reverse phase HPLC
6. washwashed with methanol (4 mL)
7. washeluted with 2 M ammonia in methanol (4 mL)
8. customThe solvent was evaporated in vacuo