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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091344Generated: November 1, 2026

Water → HCID 86644112, compound

https://huagongshe.com/reaction/1091344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 25067309HCID 25067309—
Reactant3-(5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hydrochlorideHCID 66589525—
SolventDimethylformamideHCID 6228—
ProductHCID 86644112HCID 8664411280%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of N-Boc-(4′-chlorophenyl) glycine (1.16 g. 4.10 mmol) in DMF (20 mL) was added CDI (0.69 g. 4.30 mmol). The reaction mixture was heated to 40° C. for 2 hrs. 3-(5-Aminomethyl-1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione hydrochloride (1.50 g, 4.10 mmol) was then added. After 3.5 hrs at 40° C. water (70 mL) was added. Solid precipitated was isolated by filtration, washed with water (3×20 mL), and dried in vacuo to afford tent-butyl 1-(4-chlorophenyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methylamino)-2-oxoethylcarbamate as a white solid (1.77 g, 80% yield). The crude product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129375B2
Source datasetuspto-grants-2012_03
ORD IDord-169e11adce0841e0a20d67526b85e787
Source noteuspto-grants-2012_03