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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269781Generated: October 27, 2026

4-(1-Pyrrolidinyl)piperidine → 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-(4-pyrrolidin-1-ylpiperidin-1-yl)quinoline-3-carbonitrile

https://huagongshe.com/reaction/269781

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(1-Pyrrolidinyl)piperidineHCID 78703—
Reactant4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrileHCID 11486153—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-(4-pyrrolidin-1-ylpiperidin-1-yl)quinoline-3-carbonitrileHCID 6846043643.4%

Reaction Conditions

Temperature105 °C

Reaction Steps

Following the procedure of Example 11, a mixture of 200.0 mg (0.51 mmol) of 4-(2,4-dichloro-5-methoxyanilino)-7-fluoro-6-methoxy-3-quinolinecarbonitrile and 472.0 mg (3.06 mmol) of 4-(1-pyrrolidinyl)piperidine in 1.0 mL of 1-methyl-2-pyrrolidinone is heated in a sealed tube at 105° C. for 15 hours to yield the crude product. Purification by preparative thin layer chromatography (eluting with 4:1 dichloromethane/methanol) provides 116.5 mg of the pure product as a yellow solid, mp 225-227° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449460B2
Source datasetuspto-grants-2008_11
ORD IDord-74b8f2966b7e4860af7ac64e68dbd83f
Source noteuspto-grants-2008_11