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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497173Generated: November 1, 2026

Diethylamine → HCID 86683007, compound

https://huagongshe.com/reaction/1497173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 86683008HCID 86683008—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86683007HCID 8668300764%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of diethyl amine (0.078 ml, 0.75 mmol) in THF (5 ml) was added 6-chloro-4-(3-isopropyl-phenyl)-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid tert-butyl ester (200 mg, 0.38 mmol) and potassium carbonate (208 mg, 1.51 mmol) at 25° C. The resulting reaction mixture was stirred at 70° C. for 3 h. Volatiles were removed in vacuo and the resulting crude mixture was diluted with water (15 ml), and extracted with EtOAc (2×30 ml). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give a crude residue which was purified by flash column chromatography (3% EtOAc in hexane) to afford 6-chloro-2-diethylamino-4-(3-isopropyl-phenyl)-quinoline-3-carboxylic acid tert-butyl ester (110 mg, 64%) as a pale yellow solid. LC-MS (ESI): 453 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199938B2
Source datasetuspto-grants-2015_12
ORD IDord-2fc1e1cca1144a06a94469aac2e0cdb4
Source noteuspto-grants-2015_12