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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657137Generated: October 29, 2026

Hydrochloric Acid → cis-1-{2-[(3Rs,5rs)-3-(aminomethyl)-5-hydroxy-1-piperidinyl]ethyl}-7-fluoro-2(1h)-quinolinone-hydrochloride

https://huagongshe.com/reaction/657137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactantcis-1,1-Dimethylethyl ({(3rs,5rs)-5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-[2-(7-fluoro-2-oxo-1 (2h)-quinolinyl)ethyl]-3-piperidinyl}methyl)carbamateHCID 131729314—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Productcis-1-{2-[(3Rs,5rs)-3-(aminomethyl)-5-hydroxy-1-piperidinyl]ethyl}-7-fluoro-2(1h)-quinolinone-hydrochlorideHCID 68992139100%

Reaction Steps

To cis-1,I-dimethylethyl ({(3RS,5RS)-5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-[2-(7-fluoro-2-oxo-1(2H)-quinolinyl)ethyl]-3-piperidinyl}methyl)carbamate (410 mg; 0.78 mmol) in DCM (9 ml) and MeOH (1 ml) was added 4N HCl in 1,4-dioxane (1 ml; 4.0 mmol) and the reaction was allowed to stir at room temperature under nitrogen for 2 hours. The reaction was concentrated under reduced pressure to give the desired compound (270 mg; 100%) as a yellow solid which was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-c6682dd949264872aedb0eb44ccc65fd
Source noteuspto-grants-2011_12