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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473771Generated: October 30, 2026

Trifluoroacetic acid → (6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylic acid

https://huagongshe.com/reaction/473771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylateHCID 67007475—
SolventDichloromethaneHCID 6344—
Product(6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylic acidHCID 67006214149.6%

Reaction Steps

TFA (1.0 mL) was added to a solution of tert-butyl (6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate (105.0 mg) in CH2Cl2 (1.0 mL) and the mixture was stirred at room temperature for 5 h. The solvent was removed to provide (6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylic acid (140 mg) as an TFA salt. ESI (M+H)+ 460.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637497B2
Source datasetuspto-grants-2014_01
ORD IDord-f236b67771ee470eaa879442e78029cd
Source noteuspto-grants-2014_01