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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056797Generated: October 30, 2026

Sodium borohydride → 6-Chloro-2-(3-hydroxy-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexyl methyl)-amide

https://huagongshe.com/reaction/1056797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amideHCID 118566626—
Product6-Chloro-2-(3-hydroxy-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexyl methyl)-amideHCID 118566625—

Reaction Steps

The title compound was synthesized according to the procedure described in example 136 using 6-chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxycyclohexyl methyl)-amide and NaBH4. 1H NMR (400 MHz, DMSO-d6): δ 88.72-8.76 (bs, 1H), 8.05-8.10 (m, 1H), 7.94 (d, J=9.51 Hz, 1H), 7.72-7.76 (m, 1H), 7.54-7.63 (m, 1H), 4.68 (s, 2H), 4.25-4.26 (m, 1H), 3.31-3.40 (m, 3H), 2.48-2.50 (m, 1H), 1.95-2.32 (m, 4H), 1.81-1.92 (m, 3H), 1.72-1.79 (m, 2H), 1.63-1.71 (m, 5H). m/z: 439.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399623B2
Source datasetuspto-grants-2016_07
ORD IDord-b3f17abb71234a97a36ace8da31a1c9e
Source noteuspto-grants-2016_07