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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925239Generated: October 28, 2026

4-Chloro-6,7-dimethoxyquinoline → n-[6-(6,7-Dimethoxy(4-quinolyloxy))(2-naphthyl)](phenylmethoxy)carboxamide

https://huagongshe.com/reaction/1925239

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactantbenzyl N-(6-hydroxynaphthalen-2-yl)carbamateHCID 67520229—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTolueneHCID 1140—
Productn-[6-(6,7-Dimethoxy(4-quinolyloxy))(2-naphthyl)](phenylmethoxy)carboxamideHCID 59813732—

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (prepared by the method described in WO 03/33472) (223 mg, 1.0 mmol), N-(6-hydroxy-(2-naphthyl))(benzyloxy)carboxamide (Step a, 293 mg, 1.0 mmol) and DMAP (122 mg, 1.0 mmol, Aldrich) in toluene (5 mL, Aldrich) were microwaved (Personal Chemistry, Emrys Optimizer) at 180° C. for 2 h. After cooling to RT, the white precipitate was collected and purified by silica gel column chromatography (80% EtOAc/hexane) to give title compound as a white solid. MS (ESI, pos. ion) m/z: 481.3 (M+1). Mass Calc'd for C29H24N2O5: 480.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178557B2
Source datasetuspto-grants-2012_05
ORD IDord-51f4881cc81a4d91822618509e17d35e
Source noteuspto-grants-2012_05