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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18033Generated: October 29, 2026

Water → HCID 66997674, compound

https://huagongshe.com/reaction/18033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl morpholine oxideHCID 82029—
ReactantMethyl 2-(allyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylateHCID 66997792—
CatalystOsmium TetroxideHCID 30318—
SolventAcetoneHCID 180—
ProductHCID 66997674HCID 66997674—

Reaction Steps

A mixture of methyl 2-(allyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylate (0.20 g, 0.46 mmol), N-methylmorpholine N-oxide (67 mg, 0.58 mmol), water (0.2 mL), and osmium tetroxide (0.75 mL, 0.08 M in t-butanol) in acetone (1 mL) was stirred at room temperature overnight. The product mixture was concentrated under vacuum. The residue was subjected to column chromatography on silica gel. Collection and concentration of appropriate fractions provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741315B2
Source datasetuspto-grants-2010_06
ORD IDord-11b39fa9974e4c12b151db45df110cd7
Source noteuspto-grants-2010_06