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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056728Generated: October 30, 2026

Diisopropylethylamine → 6-Chloro-2-((R)-3-hydroxymethyl-ethyl-pyrrolidin-1-yl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide

https://huagongshe.com/reaction/1056728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant[(3R)-1-ethylpyrrolidin-3-yl]methanolHCID 28064484—
Reactant2,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amideHCID 118556092—
Product6-Chloro-2-((R)-3-hydroxymethyl-ethyl-pyrrolidin-1-yl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amideHCID 131736434—

Reaction Steps

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxycyclohexylmethyl)-amide, DIPEA and (R)-3-hydroxymethyl-ethyl-pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.75 (1H), 7.48 (2H), 6.69 (1H), 4.72 (1H), 3.66 (m, 2H), 3.49 (m, 2H), 3.32 (m, 2H), 2.44 (m, 2H), 2.06 (m, 2H), 1.85 (m, 2H), 1.74-1.76 (m, 5H), 1.27-1.30 (m, 2H). m/z: 466 [M+H]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-35f5846cae8e489b9acfbd01a9e5a44e
Source noteuspto-grants-2016_07