HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxypyridine → (4S)-11-{2-[dimethyl-(2-oxo-2H-pyridin-1-ylmethyl)-silanyl]-ethyl}-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxypyridine | HCID 74201 | — |
| Reactant | 11-(4S)-[2-(iodomethyldimethylsilanyl)-ethyl]-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione | HCID 57659383 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (4S)-11-{2-[dimethyl-(2-oxo-2H-pyridin-1-ylmethyl)-silanyl]-ethyl}-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione | HCID 25261404 | 44% |
Reaction Steps
A solution of Compound 4 (60 mg) and 2-methoxypyridine (0.11 mL) in N,N-dimethylformamide (1 mL) was heated at 70° C. for 16 hours. The reaction mixture was concentrated under vacuum and the residue was directly eluted on a silica gel column using 4% ethanol in dichloromethane to obtain the required product in 44% yield (25 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687496B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-56681430f3fd4ca9ad5eff8ee2ed53da |
| Source note | uspto-grants-2010_03 |