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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786053Generated: October 30, 2026

Triphenylphosphine → HCID 68925273, compound

https://huagongshe.com/reaction/1786053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidineHCID 854140—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantN-(4-chlorophenyl)-N-[(2S,4R)-1-(4-hydroxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]acetamideHCID 58859774—
SolventTolueneHCID 1140—
ProductHCID 68925273HCID 6892527390%

Reaction Steps

4-(2-Hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (0.119 g, 0.52 mmol) was dissolved in toluene at room temperature with PPh3 (0.136 g, 0.52 mmol), then added (2S,4R)-N-(4-chloro-phenyl)-N-[1-(4-hydroxy-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-acetamide (0.150 g, 0.35 mmol) and stirred for 5 min. DEAD (0.090 g, 0.52 mmol) was added and the reaction was stirred for 18 h at room temperature. The reaction was concentrated and purified by silica gel chromatography (45% CH2Cl2 /55% EtOAc) to afford (2S,4R)-4-[2-(4-{4-[acetyl(4-chloro-phenyl)-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenoxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester (0.2 g, 90%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504508B2
Source datasetuspto-grants-2009_03
ORD IDord-84c8442227934d18a3910544430738a3
Source noteuspto-grants-2009_03