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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056790Generated: October 30, 2026

Pyrrolidine → 6-Chloro-2-(3-pyrrolidin-1-yl-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluorocyclo hexyl methyl)-amide

https://huagongshe.com/reaction/1056790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amideHCID 118569626—
SolventAcetic AcidHCID 176—
Product6-Chloro-2-(3-pyrrolidin-1-yl-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluorocyclo hexyl methyl)-amideHCID 118566687—

Reaction Steps

The title compound was synthesized according to the procedure described in example 133 using 6-chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide, pyrrolidine, glacial acetic acid and sodium triacetoxyborohydride. 1H NMR (400 MHz, DMSO-d6): δ 8.80 (t, J=5.82 Hz, 1H), 8.01-7.95 (m, 2H), 7.76-7.74 (m, 1H), 7.61-7.56 (m, 1H), 3.55-3.44 (m, 1H), 3.43-3.41 (m, 1H), 3.27 (t, J=6.2 Hz, 2H), 2.74-2.66 (m, 1H), 2.64-2.50 (m, 1H), 2.27-2.24 (m, 1H), 2.10-1.99 (m, 5H), 1.89-1.76 (m, 6H), 1.75-1.68 (m, 2H), 1.33-1.29 (m, 5H), 1.27-1.24 (m, 2H). m/z: 476.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-d4674f4c5eb54d1abcfd378df101cc51
Source noteuspto-grants-2016_07