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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624139Generated: November 2, 2026

Diisopropylethylamine → HCID 68753682, compound

https://huagongshe.com/reaction/624139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
ReactantIsoindolineHCID 422478—
Reactanttert-butyl 5-amino-2,3-dihydro-1H-isoindole-2-carboxylateHCID 22591361—
SolventDichloromethaneHCID 6344—
ProductHCID 68753682HCID 68753682—

Reaction Steps

In a 250 mL round bottom flask was mixed at room temperature triphosgene (234 mg, 0.790 mmol) in anhydrous dichloromethane (25 mL). To this solution was added dropwise over 15 minutes, a slurry of tert-butyl 5-aminoisoindoline-2-carboxylate (500 mg, 2.134 mmol) and diisopropylethylamine (0.410 ml, 2.347 mmol) in anhydrous dichloromethane (20 mL). The mixture was stirred overnight at room temperature. A solution of isoindoline (0.242 ml, 2.134 mmol) and diisopropylethylamine (0.410 ml, 2.347 mmol) in anhydrous dichloromethane (20 mL) was added in one portion. The reaction stirred overnight at room temperature. The solvent was removed and the residue was purified by normal phase flash chromatography to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302989B2
Source datasetuspto-grants-2016_04
ORD IDord-731444c619934fe19b46e31c3adffc1a
Source noteuspto-grants-2016_04