Water → 4-Chloro-5-vinyl-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone

Participants

Reaction Steps

In a similar manner to Step 1 of Example 152, 4-chloro-5-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone (70.0 mg, 0.111 mmol) was dissolved in dimethoxyethane (3.5 mL), and the solution was treated with 2,4,6-trivinylcyclotriboroxane-pyridine complex (53.6 mg, 0.222 mmol), [bis(diphenylphosphino)ferrocene]dichloropalladium (7.3 mg, 0.0090 mmol), potassium carbonate (76.7 mg, 0.355 mmol) and water (0.060 mL), followed by purification by preparative thin-layer chromatography (chloroform/methanol=9/1) to obtain 4-chloro-5-vinyl-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone (33.6 mg, yield 60%).

Provenance & Evidence