反应详情

温度

80 °C

4-{5-[(3-chlorophenyl)amino]-1,3,4-oxadiazol-2-yl}phenol (143.8 mg, 0.5 mmol) was dissolved in 3 mL of anhydrous DMF in a 2-5 mL microwave vial (Personal Chemistry). Solid potassium bis(trimethylsilyl)amide (200.0 mg, 1.0 mmol) was added and the reaction mixture was stirred with heating at 80° C. for 10 min, then 6-chloro-2,4-diamino-pyrimidine (86.7 mg, 0.6 mmol) was added, followed by anhydrous K2CO3 (69.1 mg, 0.5 mmol). Then the vial was capped and microwaved at 180° C. for 40 min. Then the reaction mixture was diluted with ca. 1 mL of MeOH, filtered through 0.22 um syringe filter and purified by reverse-phase preparative HPLC in acetonitrile/water system with 0.01% TFA. Fractions, containing the product, were partitioned between ca. 50 mL of EtOAc and ca. 50 mL of saturated aqueous NaHCO3. EtOAc layer was washed with brine, dried over anhydrous Na2SO4 and filtered. Solvent was removed in vacuo to give the title product as a light-yellow solid (62.0 mg). Yield 31.3%.

1. customThen the vial was capped
2. custommicrowaved at 180° C. for 40 min
3. filtrationfiltered through 0.22 um syringe
4. filtrationfilter
5. custompurified by reverse-phase preparative HPLC in acetonitrile/water system with 0.01% TFA
6. additionFractions, containing the product
7. customwere partitioned between ca. 50 mL of EtOAc and ca. 50 mL of saturated aqueous NaHCO3
8. washEtOAc layer was washed with brine
9. dry with materialdried over anhydrous Na2SO4
10. filtrationfiltered
11. customSolvent was removed in vacuo