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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920135Generated: October 30, 2026

Hydrochloric Acid → (S)-1-{5-Fluoro-6-[(S)-3-methylpiperazin-1-yl]pyridin-3-yl}ethane-1,2-diol

https://huagongshe.com/reaction/920135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant(S)-Tert-butyl-4-{5-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-fluoropyridin-2-yl}-2-methylpiperazine-1-carboxylateHCID 71165120—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product(S)-1-{5-Fluoro-6-[(S)-3-methylpiperazin-1-yl]pyridin-3-yl}ethane-1,2-diolHCID 71145414113.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 116 (1.71 g, 4.33 mmol) in DCM (9.60 mL) and MeOH (1.50 mL) was added 4N HCl in dioxane (6.49 mL) to form a reaction mixture. The reaction mixture was stirred at a temperature of about 25° C. in a closed vessel for 16 h. Thereafter, the resulting suspension was stirred with diethyl ether. The solid precipitate was collected on filter paper and washed several times with diethyl ether to provide 1.25 g of 117 as a tan solid (88% yield) which, being >99% pure as analyzed by LC/MS, was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273043B2
Source datasetuspto-grants-2016_03
ORD IDord-4a5b00fb62984005b178f325e3ebaa60
Source noteuspto-grants-2016_03