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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734230Generated: October 26, 2026

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

https://huagongshe.com/reaction/734230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant1,1-dimethylethyl {(2S,3R)-3-hydroxy-8-[6-(methyloxy)-1,5-naphthyridin-4-yl]-8-azaspiro[4.5]dec-2-yl}carbamateHCID 57842932—
SolventMethanolHCID 887—
ProductCarbonate IonHCID 19660—
Product(2R,3S)-3-amino-8-[6-(methyloxy)-1,5-naphthyridin-4-yl]-8-azaspiro[4.5]decan-2-olHCID 5784293047.4%

Reaction Steps

To a solution of 1,1-dimethylethyl {(2S,3R)-3-hydroxy-8-[6-(methyloxy)-1,5-naphthyridin-4-yl]-8-azaspiro[4.5]dec-2-yl}carbamate (220 mg, 0.514 mmol) in MeOH (5 mL) at 25° C. was added a solution of 4M HCl in dioxane (900 μL, 3.60 mmol). After 12 h, the solution was concentrated and the residue neutralized using excess MP carbonate resin yielding the title compound (80 mg, 47%) as an orange oil: LCMS (ES) m/e 329 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592334B2
Source datasetuspto-grants-2009_09
ORD IDord-ad5ccc8dfe8a4d11ae54e17826115da5
Source noteuspto-grants-2009_09