HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 67358307, compound → HCID 86658115, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 67358307 | HCID 67358307 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86658115 | HCID 86658115 | 82% |
Reaction Steps
Ethyl 6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-(hydroxymethyl)benzo[d]isoxazole-3-carboxylate (Intermediate 262, 430 mg, 1.22 mmol) was dissolved in dichloromethane (100 ml). Manganese dioxide (2122 mg, 24.41 mmol) was added and the reaction was stirred vigorously overnight. The reaction was incomplete so an additional 2 g of MnO2 was added and the reaction was stirred for 4 hours. The reaction was still incomplete so an additional 2 g of MnO2 was added and the reaction was stirred overnight. The reaction was filtered through celite and washed through with DCM and ethyl acetate. The filtrate was concentrated to give the title compound (350 mg, 0.999 mmol, 82%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040528B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e8fe491657d64e3088a923b25048da20 |
| Source note | uspto-grants-2015_05 |