反应详情

To a solution of 1-(3,4-methylenedioxyphenyl)-2-(pyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline (0.153 g, 0.415 mmol) (prepared as in Example 16) in anhydrous DMF (4.1 mL) was added KOtBu (0.079 g, 0.70 mmol, 1.7 eq.). After 5 min, oxygen gas was bubbled through the solution for 1 h. Diethyl ether (45 mL) was added to the reaction mixture and the supernatant decanted. Brine (2 mL) was added to the residue and the pH was adjusted to pH˜7 by addition of a few drops of 1N HCl. The water was removed in vacuo as an azeotrope with toluene. The resulting deep red residue was dissolved in a minimum amount of THF, and purified by column chromatography (silca gel; EtOH: CH2Cl2=1:9) to yield the product as a white solid.

1. customoxygen gas was bubbled through the solution for 1 h
2. additionDiethyl ether (45 mL) was added to the reaction mixture
3. additionBrine (2 mL) was added to the residue
4. additionthe pH was adjusted to pH˜7 by addition of a few drops of 1N HCl
5. customThe water was removed in vacuo as an azeotrope with toluene
6. dissolutionThe resulting deep red residue was dissolved in a minimum amount of THF
7. custompurified by column chromatography (silca gel; EtOH: CH2Cl2=1:9)