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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925280Generated: October 28, 2026

(1R,2S)-2-Fluorocyclopropan-1-amine → 6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-((1R,2S)-2-fluorocyclopropyl)-1-naphthalenecarboxamide

https://huagongshe.com/reaction/1925280

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2S)-2-Fluorocyclopropan-1-amineHCID 10313105—
Reactant6-(6,7-Dimethoxyquinolin-4-yloxy)-1-naphthoyl chlorideHCID 24822943—
SolventDichloromethaneHCID 6344—
Product6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-((1R,2S)-2-fluorocyclopropyl)-1-naphthalenecarboxamideHCID 59813278—

Reaction Steps

6-(6,7-Dimethoxyquinolin-4-yloxy)-1-naphthoyl chloride (200 mg, 0.50 mmol) was suspended in CH2Cl2 and TEA (210 μL, 1.5 mmol) was added. The mixture was blanketed with nitrogen, cis-2-fluorocyclopropylamine (131 mg, 0.54 mmol) was added and the reaction was stirred at RT for 1 h. The mixture was washed with water, dried with Na2SO4, filtered and concentrated in-vacuo. The residue was purified by column chromatography to give the title compounds. MS (ESI pos. ion) m/z: 433.2 (M+H). Calc'd for C28H21FN2O4−432.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178557B2
Source datasetuspto-grants-2012_05
ORD IDord-29ff089c74694d84934ce700aba8d248
Source noteuspto-grants-2012_05