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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056734Generated: October 30, 2026

Diisopropylethylamine → 6-Chloro-2-(3-(1-hydroxyethyl)-pyrrolidin-1-yl)-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3-methyl-cyclohexylmethyl)-amide

https://huagongshe.com/reaction/1056734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(Pyrrolidin-3-yl)ethan-1-olHCID 22560162—
Reactant2,6-dichloro-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3-methyl-cyclohexylmethyl)-amideHCID 118566699—
Product6-Chloro-2-(3-(1-hydroxyethyl)-pyrrolidin-1-yl)-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3-methyl-cyclohexylmethyl)-amideHCID 118566638—

Reaction Steps

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3methyl-cyclohexylmethyl)-amide, DIPEA and 3-(1-hydroxyethyl)-pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.75 (1H), 7.85 (m, 1H), 7.58 (2H), 7.05 (1H), 4.69 (m, 1H), 4.16 (s, 1H), 3.89 (m, 1H), 3.70 (m, 2H), 3.55 (m, 1H), 3.26 (m, 2H), 2.44 (m, 2H), 2.06 (m, 2H), 1.85 (m, 2H), 1.74-1.76 (m, 5H), 1.15 (m, 3H), 1.03 (m, 1H), 0.83 (d, 3H), 0.74 (m, 1H). m/z: 446 [M+H]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-fc8b62ace35847fb828c081437ed8bd8
Source noteuspto-grants-2016_07