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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577972Generated: October 29, 2026

HCID 67358307, compound → HCID 86658115, compound

https://huagongshe.com/reaction/577972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67358307HCID 67358307—
CatalystManganese dioxideHCID 14801—
CatalystHCID 178418406HCID 178418406—
SolventDichloromethaneHCID 6344—
ProductHCID 86658115HCID 8665811582%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040528B2
Source datasetuspto-grants-2015_05
ORD IDord-e8fe491657d64e3088a923b25048da20
Source noteuspto-grants-2015_05