Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734233Generated: October 27, 2026

Hydrochloric Acid → (2R,3S)-3-amino-8-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-8-azaspiro[4.5]decan-2-ol

https://huagongshe.com/reaction/734233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant1,1-dimethylethyl {(2S,3R)-8-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-3-hydroxy-8-azaspiro[4.5]dec-2-yl}carbamateHCID 57842928—
SolventMethanolHCID 887—
Product(2R,3S)-3-amino-8-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-8-azaspiro[4.5]decan-2-olHCID 57842929—

Reaction Steps

To a solution of 1,1-dimethylethyl {(2S,3R)-8-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]-3-hydroxy-8-azaspiro[4.5]dec-2-yl}carbamate (0.92 mg, 0.206 mmol) in MeOH (2 mL) at 25° C. was added dropwise a 4M solution of HCl in dioxane (360 μL, 1.40 mmol). After 12 h, the solution was concentrated the residue neutralized using excess MP carbonate resin in DCM affording the free amine (26 mg, 36%) which was used without further purification: LCMS (ES) m/e 347 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592334B2
Source datasetuspto-grants-2009_09
ORD IDord-f001d1e32c0c47738351d5470a7b8a24
Source noteuspto-grants-2009_09