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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857615Generated: November 2, 2026

Triphenylphosphine → 2-{2-[3-(3-Bromophenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1857615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylateHCID 5103438—
Reactant3-(3-bromophenyl)-7-chloro-4-hydroxy-6-nitro-1H-quinolin-2-oneHCID 54710246—
Product2-{2-[3-(3-Bromophenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl esterHCID 5430946760%

Reaction Steps

To a solution of 3-(3-bromophenyl)-7-chloro-4-hydroxy-6-nitro-1H-quinolin-2-one (100 mg in 4.0 mL of tetrahydrofuran) at 0° C. was added 64 mg of 2-(2-hydroxyethyl)-piperidine-1-carboxylic acid tert-butyl ester and 93 mg of triphenylphosphine followed by 0.050 mL of diethyl azodicarboxylate and the mixture warmed to room temperature. After 20 hours, the solvents were removed in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethylacetate, 2:1) to give the title compound (92 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06147088
Source datasetuspto-grants-2000_11
ORD IDord-d2a52b1c8bfe48ae9cbef74699dec539
Source noteuspto-grants-2000_11