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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69459Generated: October 28, 2026

Quinoline → 2-((R)-4-[1,3']Bipyrrolidinyl-1'-yl-3-fluorophenyl)-6-((Z)-pent-1-enyl)-2H-isoquinolin-1-one

https://huagongshe.com/reaction/69459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
Reactant2-((R)-4-[1,3']bipyrrolidinyl-1'-yl-3-fluorophenyl)-6-pent-1-ynyl-2H-isoquinolin-1-oneHCID 68993301—
CatalystPalladiumHCID 23938—
SolventPyridineHCID 1049—
Product2-((R)-4-[1,3']Bipyrrolidinyl-1'-yl-3-fluorophenyl)-6-((Z)-pent-1-enyl)-2H-isoquinolin-1-oneHCID 57916672—

Reaction Steps

A mixture of 2-((R)-4-[1,3′]bipyrrolidinyl-1′-yl-3-fluorophenyl)-6-pent-1-ynyl-2H-isoquinolin-1-one (2.7 g), quinoline (0.4 g), pyridine (50 mL) and palladium (5% on barium carbonate; 100 mg) was stirred vigorously for 2 hours under a hydrogen atmosphere (balloon flask). It was sucked off of the catalyst and the filtrate was concentrated. The residue was purified by chromatography on silica gel. In this way the product was obtained with molecular weight 445.59 (C28H32FN3O); MS (ESI): 446 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-029054dc99fa4911a8192d71569aa517
Source noteuspto-grants-2014_09