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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408660Generated: October 25, 2026

Hydrochloric Acid → 4-(3-Benzylpyrrolidin-1-yl)-2-methyl-6-phenoxyquinoline hydrochloride

https://huagongshe.com/reaction/408660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-BenzylpyrrolidineHCID 3829791—
Reactant4-Chloro-2-methyl-6-phenoxyquinolineHCID 16767289—
SolventGlycol monoethyl etherHCID 8076—
SolventSodium HydroxideHCID 14798—
Product4-(3-Benzylpyrrolidin-1-yl)-2-methyl-6-phenoxyquinoline hydrochlorideHCID 68777799—

Reaction Steps

4-Chloro-2-methyl-6-phenoxyquinoline (0.2 g; see Preparation 3 above) and 3-benzyl-pyrrolidine (0.3 g) in 2-ethoxyethanol (4 mL) were heated in a microwave to 200° C. for 20 minutes. The mixture was diluted with 1 N sodium hydroxide and extracted with ethyl acetate, dried (MgSO4), filtered and evaporated. The residue was purified by preparative HPLC, the relevant fractions combined and evaporated to give a clear oil which was acidified with concentrated hydrochloric acid and then evaporated. Trituration with ether gave the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759348B2
Source datasetuspto-grants-2014_06
ORD IDord-76dbcac6c7f54639a52933205e94a590
Source noteuspto-grants-2014_06