HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → Indomethacin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine | HCID 5395 | — |
| Reactant | 2-Acetoxybenzoyl chloride | HCID 79668 | — |
| Reactant | HCID 178424955 | HCID 178424955 | — |
| Product | Indomethacin | HCID 3715 | — |
| Product | 1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine | HCID 5395 | — |
| Product | Dicyclohexylcarbodiimide | HCID 10868 | — |
Reaction Steps
Scheme 1 below depicts the chemical synthesis of the ASA and indomethacin-nitroxide conjugates (1) and (2). Condensation of 4-hydroxy-TEMPO with acetylsalicyloyl chloride gave (1) in 48% yield and DCC-mediated coupling of 4-hydroxy-TEMPO with indomethacin gave (2) in 84% yield. The NMR spectroscopy, mass spectrometry and elemental analysis (set forth above) supported the structure of both 1 and 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012647B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-5febfb947bc14fd28feb5be945595f22 |
| Source note | uspto-grants-2015_04 |