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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056725Generated: October 31, 2026

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

https://huagongshe.com/reaction/1056725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,3-DifluoropyrrolidineHCID 2782827—
Reactant2,6-Dichloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}quinoline-5-carboxamideHCID 86623364—
Product6-Chloro-2-(3,3-difluoro-pyrrolidin-1-yl)-quinoline-5-carboxylic acid ((1S,3S)-1-hydroxy-3-methyl-cyclohexylmethyl)-amideHCID 118566619—

Reaction Steps

The title compound was synthesized according to the procedure described in example 1 using 2,6-Dichloro-quinoline-5-carboxylic acid ((1S,3S)-1-hydroxy-3-methyl-cyclohexylmethyl)-amide, DIPEA and 3,3-difluoropyrrolidine. 1H NMR (400 MHz, DMSO-d6): δ 8.54 (t, J=6.01 Hz, 1H), 7.89 (d, J=9.32 Hz, 1H), 7.54-7.61 (m, 2H), 7.04 (d, J=9.21 Hz, 1H), 4.16 (s, 1H), 3.96-4.03 (m, 2H), 3.45 (t, J=5.00 Hz, 2H), 3.27-3.28 (m, 2H), 2.56-2.59 (m, 3H), 1.73-1.75 (m, 1H), 1.52-1.61 (m, 4H), 1.46-1.47 (m, 1H), 1.34-1.38 (m, 1H), 1.18-1.19 (m, 1H), 0.84-0.87 (m, 4H). m/z: 438.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-d08ef0a65d8b4dce88a728ddfb68a72e
Source noteuspto-grants-2016_07