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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21321Generated: October 24, 2026

Water → Carbamic acid,[3-[(4-chloro-2,3-dihydro-7-iodo-1-oxo-1h-isoindol-5-yl)oxy]propyl]-,1,1-dimethylethyl ester

https://huagongshe.com/en/reaction/21321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl N-(3-bromopropyl)carbamateHCID 4460490—
Reactant4-Chloro-5-hydroxy-7-iodoisoindolinoneHCID 68489249—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductCarbamic acid,[3-[(4-chloro-2,3-dihydro-7-iodo-1-oxo-1h-isoindol-5-yl)oxy]propyl]-,1,1-dimethylethyl esterHCID 6848917784%

Reaction Steps

In a similar manner to Step 1 of Example 429, 4-chloro-5-hydroxy-7-iodoisoindolinone (283 mg, 0.916 mmol) was dissolved in DMF (8.4 mL), and the solution was treated with potassium carbonate (190 mg, 1.37 mmol), tetrabutylammonium iodide (33.8 mg, 0.092 mmol) and 3-bromopropylcarbamic acid tert-butyl ester (654 mg, 2.75 mmol). The reaction mixture was added with water. The obtained solid was collected by filtration and purified by slurry using hexane and diisopropylether to obtain 4-chloro-5-[3-(tert-butoxycarbonylamino)propoxy]-7-iodoisoindolinone (350 mg, yield 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-645be3c128634fa1a7d8c21f5ccb0b87
Source noteuspto-grants-2010_06