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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403654Generated: October 31, 2026

Hydrochloric Acid → HCID 67288444, compound

https://huagongshe.com/reaction/403654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanesulfonic AcidHCID 6395—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-4-(2-pyridylmethoxy)anilineHCID 16781212—
ReactantHCID 67288333HCID 67288333—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
ProductHCID 67288444HCID 6728844468.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of N-(4-chloro-3-cyano-7-(2-methoxyethoxy)quinolin-6-yl)acetamide (6.3 g, 0.0197 mol, 1.00 equiv), 3-chloro-4-(2-pyridylmethoxy)aniline (4.7 g, 0.0201 mol, 1.00 equiv), methanesulfonic acid (0.7 ml, 0.0108 mol) and ethanol (150 ml) was stirred under refluxed for 6 hours and then 0.6N hydrogen chloride (300 ml, 0.18 mol) was added. The mixture was heated to 80° C. for 19 hours, and then cooled to 0° C. to form precipitate. The precipitated solids were filtered and then added to a solution of 1N potassium carbonate (100 ml, 0.1 mol) in methanol (150 ml) and then the mixture was stirred for 3 hours. The resulting mixture was filtered, washed with 1:1 methanol/water (300 ml) and dried to give product 6.4 g. MS (ESI) m/z: 475 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748453B2
Source datasetuspto-grants-2014_06
ORD IDord-553e33afbf5d4d988cca554616d4a325
Source noteuspto-grants-2014_06