反应详情

温度

70 °C

In a 2 mL microwave reaction tube were added 6-(4-chloropyrimidin-5-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (31 mg, 98 mop and N1-(4-chlorophenyl)-6-methylisoquinoline-1,5-diamine (28 mg, 98 μmol) in DMF (0.6 mL). The mixture was thoroughly mixed and flushed with argon then sealed. It was stirred at 70° C. The temperature was raised to 90° C. after 2 hrs and allowed over night. The reaction mixture was partitioned in EtOAc and NaHCO3. The organic layer was washed with brine and dried over Na2SO4. The residue was treated with MeOH (3 mL) and conc HCl (0.2 mL). The mixture was stirred for 2 hrs, then partitioned between NaHCO3 and EtOAc (10 mL each). The organic layer was collected and purified by prep HPLC (MeCN/H2O=5-95% with 0.1% TFA). Desired fractions were combined and neutralized with NaHCO3 (sat., aq.) and extracted with DCM. The DCM layer was washed with brine then dried over Na2SO4, then dried over a stream of N2 to give a yellow solid N5-(5-(9H-purin-6-yl)pyrimidin-4-yl)-N1-(4-chlorophenyl)-6-methylisoquinoline-1,5-diamine. MS Found: (ESI pos. ion) m/z 480 (M+H+).

1. additionThe mixture was thoroughly mixed
2. customflushed with argon
3. customthen sealed
4. temperatureThe temperature was raised to 90° C. after 2 hrs
5. waitallowed over night
6. customThe reaction mixture was partitioned in EtOAc
7. washThe organic layer was washed with brine
8. dry with materialdried over Na2SO4
9. additionThe residue was treated with MeOH (3 mL) and conc HCl (0.2 mL)
10. stirringThe mixture was stirred for 2 hrs
11. custompartitioned between NaHCO3 and EtOAc (10 mL each)
12. customThe organic layer was collected
13. custompurified by prep HPLC (MeCN/H2O=5-95% with 0.1% TFA)
14. extractionextracted with DCM
15. washThe DCM layer was washed with brine
16. dry with materialthen dried over Na2SO4
17. dry with materialdried over a stream of N2