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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925273Generated: October 28, 2026

Chloroform → N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-yl]-2-fluoro-benzamide

https://huagongshe.com/reaction/1925273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant2-Fluorobenzoyl chlorideHCID 9808—
ReactantSodium BicarbonateHCID 516892—
Reactant6-(6,7-Dimethoxyquinolin-4-yloxy)naphthalen-1-amineHCID 67520274—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-[6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-yl]-2-fluoro-benzamideHCID 59813576—

Reaction Steps

To a solution of 6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-ylamine (Step a, 50 mg, 0.14 mmol) and NaHCO3 (38 mg, 0.45 mmol) in CH2Cl2 (1 mL), 2-fluorobenzoyl chloride (18 mL, 0.15 mmol) was added. The reaction was stirred at RT for 20 h. The mixture was taken up into CHCl3 and water, washed with brine, dried with Na2SO4, filtered and concentrated in vacuo. The title compound was purified by column chromatography using 0-100% of a 90:10:1 (CH2Cl2:MeOH: NH4OH) solution as the eluant. M+H 469.1, Calc'd for C28H21FN2O4−468.49.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178557B2
Source datasetuspto-grants-2012_05
ORD IDord-1f9fc363eab6403fabdda85b7af66eb4
Source noteuspto-grants-2012_05