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HRID 21206Erstellt: 24. Oktober 2026

Water → 4-(Benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

https://huagongshe.com/de/reaction/21206

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
Edukt4-Trifluoromethanesulfonyloxy-7-(1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinoneHCID 86628286—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelChloroform methanol acetonitrileHCID 86628289—
Produkt4-(Benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinoneHCID 6848951247%

Reaktionsschritte

In a similar manner to Step 1 of Example 152, 4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (50.0 mg, 0.0842 mmol) was dissolved in dimethoxyethane (4 mL), and the solution was treated with 3,4-methylenedioxybenzeneboronic acid (70.0 mg, 0.421 mmol). [bis(diphenylphosphino)ferrocene]dichloropalladium (13.7 mg, 0.0168 mmol), potassium carbonate (116 mg, 0.842 mmol) and water (0.060 mL), followed by purification by preparative thin-layer chromatography (chloroform/methanol/acetonitrile=8/0.5/0.5 to 0.4/0.5/0.5) to obtain 4-(benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (22.2 mg, yield 47%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c5f29237513f4f30b616272ed3d873f2
Quellennotizuspto-grants-2010_06