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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944975Generated: October 30, 2026

Acetic Acid → (R)-6-[[3-[[8-[[2-Hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino]octyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

https://huagongshe.com/reaction/1944975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(R)-6-[[3-[[8-[[2-[(tert-Butyldimethylsilyl)oxy]-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl]ethyl]amino]octyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamideHCID 86659116—
SolventTetrahydrofuranHCID 8028—
Product(R)-6-[[3-[[8-[[2-Hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino]octyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamideHCID 5458813728.5%

Reaction Steps

A solution of TBAF (1.0 M in THF, 0.244 mL, 0.244 mmol) was added to a stirring solution of Intermediate 148 (76 mg, 0.0813 mmol) in THF (2 mL) at rt. After stirring over night, glacial acetic acid (0.023 mL, 0.407 mmol) was added and stirred for an additional 16 h. The reaction mixture was concentrated and purified by PREP-HPLC to give the title compound (19 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394829B2
Source datasetuspto-grants-2013_03
ORD IDord-7529d12907a94d68b063a7911ae51904
Source noteuspto-grants-2013_03