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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858167Generated: October 25, 2026

Triphenylphosphine → 2-[2-(7-Chloro-6-nitro-2-oxo-3-thiophen-2-yl-1,2-dihydro-quinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1858167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylateHCID 5103438—
Reactant7-chloro-4-hydroxy-6-nitro-3-(thiophen-2-yl)quinolin-2(1H)-oneHCID 54711971—
Product2-[2-(7-Chloro-6-nitro-2-oxo-3-thiophen-2-yl-1,2-dihydro-quinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl esterHCID 5369392353.2%

Reaction Steps

To a solution of 7-chloro-4-hydroxy-6-nitro-3-thiophen-2-yl-1H-quinolin-2-one (50 mg in 2.5 mL of tetrahydrofuran) at 0° C. was added 44 mg of 2-(2-hydroxyethyl)-piperidine-1-carboxylic acid tert-butyl ester and 63 mg of triphenylphosphine followed by 0.04 mL of diethyl azodicarboxylate and the mixture warmed to room temperature. After 24 hours, the solvents were removed in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethyl acetate, 90:10; then 80:20; then 60:40) to give the title compound (44 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150522
Source datasetuspto-grants-2000_11
ORD IDord-f33908aa73e14597b837dc2be8856c51
Source noteuspto-grants-2000_11