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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497161Generated: October 30, 2026

N-Methylethylamine → HCID 86683000, compound

https://huagongshe.com/reaction/1497161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylethylamineHCID 12219—
ReactantHCID 86682986HCID 86682986—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 86683000HCID 8668300053.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 6-chloro-4-(2-chloro-benzyl)-8-fluoro-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid ethyl ester (108 mg, 0.205 mmol, Eq: 1.00) and ethyl-methyl-amine (12.7 mg, 18.5 μl, 0.215 mmol, Eq: 1.05) in DMSO (1.5 ml) was heated to 40° C. for 65 h. Additional ethyl-methyl-amine (60.6 mg, 88.1 μl, 1.02 mmol, Eq: 5) was added and the solution was heated to 80° C. for 1.5 h. The solution was cooled to RT, diluted with water and extracted with ethyl acetate (3×). The combined organic layers were washed with water (3×) and brine, dried with Na2SO4 and evaporated. The remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 96.5:3.5) to afford the title compound as yellow solid (48 mg). MS (ESI): 435.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199938B2
Source datasetuspto-grants-2015_12
ORD IDord-61fb387e924b46c3a2542122f3978207
Source noteuspto-grants-2015_12