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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930359Generated: October 28, 2026

Hydrochloric Acid → (2S,4R)-4-amino-4-(6-bromo-3-fluoropyridin-2-yl)-1,1,1,5,5-pentafluoropentan-2-ol

https://huagongshe.com/reaction/930359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R)-N-((2S,4R)-2-(6-bromo-3-fluoropyridin-2-yl)-1,1,5,5,5-pentafluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamideHCID 86732179—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
Product(2S,4R)-4-amino-4-(6-bromo-3-fluoropyridin-2-yl)-1,1,1,5,5-pentafluoropentan-2-olHCID 86732180—

Reaction Steps

To a suspension of (R)-N-((2S,4R)-2-(6-bromo-3-fluoropyridin-2-yl)-1,1,5,5,5-pentafluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide (28 mg, 0.059 mmol) in 1,4-dioxane (396 μl) was added hydrochloric acid, 4 M solution in dioxane (59.4 μl, 0.238 mmol) dropwise. The reaction mixture was stirred at RT for 1 h. The mixture was diluted with saturated Na2CO3 and extracted with EtOAc. The organic layer was washed with brine, and dried over sodium sulfate and concentrated in vacuo. The crude product was obtained as yellow oil. MS m/z=367, 369 M+, Calculated for C10H9BrF6N2O: 367.09.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296734B2
Source datasetuspto-grants-2016_03
ORD IDord-2052dfbc42194fd39361d19301ba3a2f
Source noteuspto-grants-2016_03