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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230856Generated: October 29, 2026

Potassium Carbonate → 7-({3-[(Dimethylamino)carbonyl]phenyl}thio)-6-iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide

https://huagongshe.com/reaction/230856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Mercapto-N,N-dimethylbenzamideHCID 57763224—
Reactant7-Chloro-6-iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide hydrochlorideHCID 67424337—
SolventWaterHCID 962—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
Product7-({3-[(Dimethylamino)carbonyl]phenyl}thio)-6-iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamideHCID 5776328624.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A stirred mixture of Intermediate 63 (0.4 g), Intermediate 28 (0.16 g) and potassium carbonate (0.38 g) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (10 ml) was heated at 100° C. under nitrogen for 3 h. A further portion of Intermediate 28 (0.07 g) was added and the mixture stirred at 60° C. for 23 h. The cooled mixture was diluted with water (100 ml) and extracted with ethyl acetate (3×100 ml). The combined organic extracts were washed with water (2×70 ml) and brine (70 ml), dried over magnesium sulphate and concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with methanol followed by mass directed preparative HPLC (Method A) to give the title compound as a yellow foam (0.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566786B2
Source datasetuspto-grants-2009_07
ORD IDord-71e2ed784a8341b3a479f2e57e494948
Source noteuspto-grants-2009_07