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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21125Generated: October 25, 2026

Isopropylethanediol → 4-(2-Isopropoxyethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

https://huagongshe.com/reaction/21125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylethanediolHCID 7996—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinoneHCID 68493222—
Reactantethyl (NE)-N-ethoxycarbonyliminocarbamate;tolueneHCID 87147022—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Isopropoxyethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinoneHCID 6848921959%

Reaction Steps

In a similar manner to Step 1 of Example 149, 4-hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.102 g, 0.221 mmol) was dissolved in THF (5.1 mL), and the solution was treated with triphenylphosphine (0.116 g, 0.442 mmol), 40% DEAD-toluene solution (0.201 mL, 0.442 mmol) and 2-isopropoxyethanol (0.126 mL, 1.10 mmol), followed by purification by flash column chromatography (chloroform/methanol=4/1) to obtain 4-(2-isopropoxyethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.0677 g, yield 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-6e225a67e24449ef8230cc4ada17c364
Source noteuspto-grants-2010_06