反应详情

温度

-78 °C

α-Chloroethyl chloroformate (19 μL, 0.17 mmol) was added to a cold (−78° C.) solution of 8-(3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid {5-[4-(4-methoxy-benzyl)-piperazin-1-ylmethyl]pyridin-2-yl}-amide (Example 116) (103 mg, 0.17 mmol) in THF (2 mL). The reaction mixture was stirred for 1 h at −78° C., quenched by addition of MeOH and concentrated. The residue was dissolved in MeOH (5 mL), heated to reflux for 3 h, allowed to cool. The resulting solid was collected by filtration, diluted in in DCM and a saturated aqueous solution of NaHCO3, and extracted with DCM. The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 91.5:7.5:1) followed by trituration in Et2O to afford 28 mg of the title compound as a white solid. Title compound: ESI-MS: 485.2 [M+H]+; tR=3.80 min (System 1); TLC: Rf=0.10 (DCM/MeOH/NH3aq, 91.5:7.5:1).

1. customquenched by addition of MeOH
2. concentrationconcentrated
3. dissolutionThe residue was dissolved in MeOH (5 mL)
4. temperatureheated
5. temperatureto reflux for 3 h
6. temperatureto cool
7. filtrationThe resulting solid was collected by filtration
8. additiondiluted in in DCM
9. extractiona saturated aqueous solution of NaHCO3, and extracted with DCM
10. dry with materialThe organic phase was dried (Na2SO4)
11. filtrationfiltered
12. concentrationconcentrated
13. customThe residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 91.5:7.5:1)