HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Cbz-aminoglutarimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-2,6-piperidinedione | HCID 134508 | — |
| Reactant | 1H,3H-furo(3,4-c)pyridine-1,3-dione | HCID 278398 | — |
| Product | Cbz-aminoglutarimide | HCID 67017964 | 17% |
Reaction Steps
With reference to Scheme 4 below, azathalidomide was prepared from aminoglutarimide and commercial pyridine-3,4-dicarboxylic anhydride. Cbz-aminoglutarimide was deprotected by hydrogenolysis with catalyst palladium hydroxide on carbon (10%) to form aminoglutarimide. Pyridine-3,4-dicarboxyic anhydride was refluxed with aminoglutarimide in the presence of triethylamine to yield azathalidomide 11 in the total yield of 17% from Cbz-aminoglutarimide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973057B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-f516af7b368c44cfb603e9e95043cd8b |
| Source note | uspto-grants-2011_07 |