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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774675Generated: November 1, 2026

Water → HCID 89435362, compound

https://huagongshe.com/reaction/1774675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPiperidineHCID 8082—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 86273004HCID 86273004—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89435362HCID 8943536274%

Reaction Steps

To a solution (3 ml) of carbonic acid 7-[4-(4-benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-2-oxo-3,4-dihydro-2H-quinolin-1-ylmethyl ester phenyl ester (0.29 g) synthesized in the same manner as in Example 5 in THF were added piperidine (0.5 ml) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (0.05 ml), and the mixture was stirred at room temperature for 16 hr. Water was added and the reaction mixture was extracted with ethyl acetate, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by moderate-pressure basic silica gel column chromatography (hexane:ethyl acetate=1:0 to 1:1) to remove phenol, and concentrated under reduced pressure. The residue was purified by moderate-pressure silica gel column chromatography (hexane:ethyl acetate=1:0 to 0:1) to give the title compound (yield 0.21 g, 74%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260420B2
Source datasetuspto-grants-2016_02
ORD IDord-6cfa53b34b55415ea195886084d198e2
Source noteuspto-grants-2016_02