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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230861Generated: October 31, 2026

4-Methoxy-alpha-toluenethiol → 4-{[3-(Methyloxy)phenyl]amino}-6-({[4-(methyloxy)phenyl]methyl}thio)-3-quinolinecarboxamide

https://huagongshe.com/reaction/230861

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxy-alpha-toluenethiolHCID 80407—
ReactantBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant6-Iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide hydrochlorideHCID 67424605—
SolventDimethylformamideHCID 6228—
Product4-{[3-(Methyloxy)phenyl]amino}-6-({[4-(methyloxy)phenyl]methyl}thio)-3-quinolinecarboxamideHCID 57763240—

Reaction Conditions

Temperature60 °C

Reaction Steps

Intermediate 14 (0.020 g), potassium tert-butoxide (0.0061 g) and [4-(methyloxy) phenyl]methanethiol (available from Aldrich) (0.007 ml) were added to a stirred solution of tris(dibenzylidineacetone)dipalladium(0) (0.002 g) and (oxydi-2,1-phenylene)bis (diphenylphosphine) (0.002 g) in N,N-dimethylformamide (1.5 ml), and the mixture was heated under microwave irradiation at 60° C. for 8 min. The solvent was evaporated in vacuo, and the residue purified by Mass Directed Preparative HPLC (Method A) to give the title compound (0.0048 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566786B2
Source datasetuspto-grants-2009_07
ORD IDord-28ee6ea5069f418aae92f3f69428b049
Source noteuspto-grants-2009_07