HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylamine oxide dihydrate → HCID 59165782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylamine oxide dihydrate | HCID 198430 | — |
| Reactant | spiro[cyclopent-3-ene-1,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one | HCID 59165783 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59165782 | HCID 59165782 | 85.7% |
Reaction Steps
To a mixture of trimethylamine-N-oxide dihydrate (408 mg, 3.67 mmol) and spiro[cyclopent-3-ene-1,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (622 mg, 3.34 mmol) in dichloromethane (115 mL) was added osmium tetroxide (25 uL of 2.5% solution in 2-methyl-2-propanol). After 24 h the reaction mixture was concentrated. The crude product was loaded onto a silica gel chromatography column with a minimal amount of methanol and eluted with a gradient of 5 to 20% methanol:dichloromethane to give the title compound (0.63 g). MS: m/z=221.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07659264B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-39d818a3923147b3bb7ac6cc95448321 |
| Source note | uspto-grants-2010_02 |