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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233263Generated: October 27, 2026

Lithium Chloride → 4-(Methylthio)-6-methoxy-7-(3-hydroxyprop-1-enyl)quinazoline

https://huagongshe.com/reaction/2233263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
Reactant(E)-3-(tributylstannyl)prop-2-en-1-olHCID 10043273—
Reactant4-(Methylthio)-6-methoxy-7-(trifluoromethanesulphonyloxy)quinazolineHCID 86761099—
SolventDimethylformamideHCID 6228—
Product4-(Methylthio)-6-methoxy-7-(3-hydroxyprop-1-enyl)quinazolineHCID 6867905944%

Reaction Conditions

Temperature65 °C

Reaction Steps

A suspension of 4-(methylthio)-6-methoxy-7-(trifluoromethanesulphonyloxy)quinazoline (1.1 g, 3.1 mmol), E-3-(tributylstannyl)-2-propen-1-ol (1.12 g, 3.23 mmol), bisdichloro(triphenylphosphine)palladium (44 mg, 0.06 mmol) and lithium chloride (395 mg, 9.32 mmol) in dimethylformamide (14 ml) was heated at 65° C. for 3 hours. The mixture was cooled to ambient temperature, the solid was recovered by suction filtration and washed with ether. Drying in vacuo yielded 4-(methylthio)-6-methoxy-7-(3-hydroxyprop-1-enyl)quinazoline (355 mg, 44% yield):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709479B1
Source datasetuspto-grants-2010_05
ORD IDord-f8b38680b5e1423a8e403496dec44a50
Source noteuspto-grants-2010_05