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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179319Generated: November 2, 2026

Hydrochloric Acid → N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

https://huagongshe.com/reaction/1179319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantbenzyl 2-[3-({[4-fluoro-2-(methylsulfonyl)benzyl]amino}carbonyl)-4-hydroxy-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl(methyl)carbamateHCID 58977990—
SolventMethanolHCID 887—
ProductN-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamideHCID 58978004—

Reaction Steps

A solution of benzyl 2-[3-({[4-fluoro-2-(methylsulfonyl)benzyl]amino}carbonyl)-4-hydroxy-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl(methyl)carbamate (0.55 g, 0.94 mmol) in MeOH (10 mL) in a pressure tube was cooled to −78 degrees C. and saturated with HCl gas. The volume in the flask visibly increased. The reaction was allowed to warm to room temperature overnight, then cooled to −78 degrees C. and vented. The reaction was transferred to a round bottom flask and the solvents removed under vacuum. The reaction was suspended in toluene and evaporated to give the product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279487B2
Source datasetuspto-grants-2007_10
ORD IDord-936671a134764351b84046b62ac37375
Source noteuspto-grants-2007_10