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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056796Generated: October 31, 2026

Triethylsilane → 6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide

https://huagongshe.com/reaction/1056796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
Reactant6-Chloro-2-(3-oxo-cyclopent-1-enyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexyl methyl)-amideHCID 118566706—
CatalystPalladiumHCID 23938—
Product6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amideHCID 118566626—

Reaction Steps

The title compound was synthesized according to the procedure described in example 126 using 6-chloro-2-(3-oxo-cyclopent-1-enyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide, palladium on carbon and triethylsilane. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.74-8.77 (bs, 1H), 8.13 (d, J=9.0 Hz, 1H), 7.96 (d, J=9.51 Hz, 1H), 7.76 (d, J=9.01 Hz, 1H), 7.66 (d, J=8.81 Hz, 1H), 4.71 (s, 1H), 3.80-3.83 (m, 1H), 3.31-3.41 (m, 2H), 2.60-2.72 (m, 2H), 2.41-2.50 (m, 1H), 2.31-2.40 (m, 2H), 2.00-2.12 (m, 3H), 1.89-1.97 (m, 2H), 1.68-1.76 (m, 4H). m/z: 437.3 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-1080147cf5414eeb84cfe4ae863fa804
Source noteuspto-grants-2016_07