Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21194Generated: October 26, 2026

Water → 4-Methyl-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone

https://huagongshe.com/reaction/21194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
Reactant4-Trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinoneHCID 86628287—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Methyl-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinoneHCID 8662828886%

Reaction Steps

In a similar manner to Step 1 of Example 152, 4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (176 mg, 0.336 mmol) was dissolved in dimethoxyethane (8.8 mL), and the solution was treated with trimethylboroxine (0.140 mL, 1.01 mmol), [bis(diphenylphosphino)ferrocene]dichloropalladium (32.9 mg, 0.0403 mmol), potassium carbonate (231 mg, 1.68 mmol) and water (0.121 mL), followed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=4/1) to obtain 4-methyl-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (112 mg, yield 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-e0bc7869ef5b4cfd9259b65a4d68cf53
Source noteuspto-grants-2010_06