Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Aminopiperidine-2,6-dione hydrochloride | HCID 134548 | — |
| Reactant | 5-Bromoisatoic Anhydride | HCID 288561 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68730412 | HCID 68730412 | 72% |
Reaction Steps
A stirred mixture of 5-bromo-isatoic anhydride (6.0 g, 25 mmol), 3-amino-piperidine-2,6-dione hydrogen chloride (4.1 g, 25 mmol), triethylamine (18 mL, 129 mmol), and acetic acid (15 mL, 262 mmol) in acetonitrile (60 mL) was heated at 90° C. for 18 hours. The suspension was filtered and washed with acetonitrile (2×80 mL), water (2×80 mL) and ethyl acetate (2×80 mL) to give 2-amino-N-(2,6-dioxo-piperidin-3-yl)-5-bromo-benzamide as a white solid (5.8 g, 72% yield): LCMS: MH=326, 328. The sample was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492395B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-fbc145d4d6ba423690b13c4d91ce0dc1 |
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| Source note | uspto-grants-2013_07 |
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