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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456725Generated: October 30, 2026

Hydrochloric Acid → (2S)-1-{[(1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-azabicyclo [2.2.2]oct-3-yl]carbonyl}-2-pyrrolidinecarbonitrile Hydrochloride

https://huagongshe.com/reaction/456725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-Butyl (1S,3S,4S,5S,6R)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-2-carboxylateHCID 86598887—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
Product(2S)-1-{[(1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-azabicyclo [2.2.2]oct-3-yl]carbonyl}-2-pyrrolidinecarbonitrile HydrochlorideHCID 11197388—

Reaction Steps

To a solution of tert-butyl (1S,3S,4S,5S,6R)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-2-carboxylate obtained in Example 1-4 (122 mg) in chloroform (1 mL), was added 4N HCl in dioxane (3 mL) at room temperature. The reaction mixture was stirred for 15 minutes and the organic solvent was removed in vacuo. The residue was triturated with ethyl acetate to give the target compound as a white powder (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186731B2
Source datasetuspto-grants-2007_03
ORD IDord-f05850de4f674457914c4a031b411786
Source noteuspto-grants-2007_03