Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243216Generated: October 31, 2026

[(S)-1-(5-Fluoro-2-methyl-1,2,3,4-tetrahydroquinolin-8-ylcarbamoyl)ethyl]carbamic acid tert-butyl ester → [(S)-1-(7-Fluoro-4-methyl-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2-yl)ethyl]carbamic acid tert-butyl ester

https://huagongshe.com/reaction/243216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(S)-1-(5-Fluoro-2-methyl-1,2,3,4-tetrahydroquinolin-8-ylcarbamoyl)ethyl]carbamic acid tert-butyl esterHCID 68157423—
SolventAcetic AcidHCID 176—
Product[(S)-1-(7-Fluoro-4-methyl-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2-yl)ethyl]carbamic acid tert-butyl esterHCID 6815690240.1%

Reaction Steps

A solution of [(S)-1-(5-fluoro-2-methyl-1,2,3,4-tetrahydroquinolin-8-ylcarbamoyl)ethyl]carbamic acid tert-butyl ester (63.6 mg, 0.181 mmol) in AcOH (5 mL) was stirred at 80° C. for 2.5 h, then concentrated in vacuo. The residue was purified by column chromatography (Si—PCC, gradient 20-50% EtOAc in cyclohexane) affording the title compound as a colourless gum (24.2 mg, 40%) LCMS (Method B): RT 2.45 min [M+H]+ 334

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-27882274dafd4066a6a4aeb1e19d7473
Source noteuspto-grants-2014_02