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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056695Generated: November 2, 2026

Diisopropylethylamine → 6-Chloro-2-(3,3-difluoroazetidin-1-yl)-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amide

https://huagongshe.com/reaction/1056695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,3-DifluoroazetidineHCID 2758248—
Reactant2,6-Dichloro-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxy-cyclohexylmethyl)-amideHCID 118556033—
Product6-Chloro-2-(3,3-difluoroazetidin-1-yl)-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amideHCID 118566614—

Reaction Steps

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amide, DIPEA and 3,3-difluoroazetidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.75 (1H), 7.94 (m, 1H), 7.66 (2H), 7.05 (1H), 4.57 (m, 4H), 3.49 (m, 2H), 2.44 (m, 2H), 2.06 (m, 2H), 1.85 (m, 2H), 1.74-1.76 (m, 5H), 1.27-1.32 (m, 2H). m/z: 446 [M+H]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-a615a5434fef441485d32340725243b8
Source noteuspto-grants-2016_07