Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 25067309 | HCID 25067309 | — |
| Reactant | 3-(5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hydrochloride | HCID 66589525 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86644112 | HCID 86644112 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129375B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-169e11adce0841e0a20d67526b85e787 |
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| Source note | uspto-grants-2012_03 |
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