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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8182Generated: October 25, 2026

Ethyl Acetate → 3-(4-(1-(2,2-Dimethyl-1,3-dioxolan-4(S)-ylcarbonyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-(N-(t-butoxycarbonyl)pyridazin-3ylaminomethyl)oxazolidin-2-one

https://huagongshe.com/reaction/8182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPyrazineHCID 9261—
ReactantTert-butyl pyridazin-3-ylcarbamateHCID 403416—
Reactant3-(4-(1-(2(S),3-Dihydroxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(S)-pyrazin-2-ylaminomethyloxazolidin-2-oneHCID 20725661—
SolventDichloromethaneHCID 6344—
Product3-(4-(1-(2,2-Dimethyl-1,3-dioxolan-4(S)-ylcarbonyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-(N-(t-butoxycarbonyl)pyridazin-3ylaminomethyl)oxazolidin-2-oneHCID 69584939—

Reaction Steps

Essentially the technique for the appropriate intermediate of Example 22 was used, but substituting 3-(t-butoxycarbonylamino)pyridazine (293 mg, 1.5 mM) for the pyrazine analogue. The reaction was carried out by heating at 45° for 4 hour, and the chromatography was carried out with a gradient from 0% to 100% ethyl acetate in dichloromethane. Relevant fractions were combined to give the desired product (315 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087629B2
Source datasetuspto-grants-2006_08
ORD IDord-c6b7e39aa88a417b83bfa4edaf24c448
Source noteuspto-grants-2006_08