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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539076Generated: October 31, 2026

Hydrochloric Acid → HCID 178465658, compound

https://huagongshe.com/reaction/539076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthanimidic acid, ethyl ester, hydrochloride (1:1)HCID 2724290—
Reactant(S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzohydrazideHCID 67035490—
SolventWaterHCID 962—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 178465658HCID 17846565873.9%

Reaction Steps

To a stirred suspension of (S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzohydrazide (0.062 g, 0.14 mmol) in 2:1 THF-DMF (1.5 mL) was added triethylamine (0.026 mL, 0.19 mmol), followed by ethyl acetimidate hydrochloride (0.021 g, 0.17 mmol) at 0° C. The mixture was allowed to warm up to ambient temperature and stirring continued at 60° C. for 5 hours. The mixture was poured into water, neutralized with 1N HCl, extracted with EtOAc, dried (phase separator silicone treated filter paper) and concentrated to give (S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-N′-(1-iminoethyl)benzohydrazide (0.049 g, 72% yield) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865726B2
Source datasetuspto-grants-2014_10
ORD IDord-8c9673b8324747f68f3f77cfb3c15f6d
Source noteuspto-grants-2014_10