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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539097Generated: October 31, 2026

Hydrochloric Acid → (S)-2-Amino-2-(5-fluoropyridin-2-yl)ethan-1-ol dihydrochloride

https://huagongshe.com/reaction/539097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-N-((S)-2-(tert-butyldimethylsilyloxy)-1-(5-fluoropyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamideHCID 67033342—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product(S)-2-Amino-2-(5-fluoropyridin-2-yl)ethan-1-ol dihydrochlorideHCID 67033052100%

Reaction Steps

To a solution of (S)—N—((S)-2-(tert-butyldimethylsilyloxy)-1-(5-fluoropyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamide (16 g, 43 mmol) in methanol (300 mL) was added hydrogen chloride (53 mL, 210 mmol) (4M in dioxanes) and the reaction stirred at room temperature for 2 hours. The reaction was concentrated in vacuo and the material taken up in water (200 mL) and washed with dichloromethane (200 mL) to give (S)-2-amino-2-(5-fluoropyridin-2-yl)ethanol bis-hydrochloride (9.8 g, 43 mmol) as a solution in water. The solution was used crude in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865726B2
Source datasetuspto-grants-2014_10
ORD IDord-c13137eb3cb64cd1b7064449458dbc33
Source noteuspto-grants-2014_10