Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727860Generated: November 4, 2026

Dimethylformamide → (4-Tert-butylphenyl)-{4-[6-methoxy-7-(2-morpholin-4-ylethoxy)quinolin-4-yloxy]phenyl}amine

https://huagongshe.com/reaction/1727860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
Reactant4-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-olHCID 135780251—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(4-Tert-butylphenyl)-{4-[6-methoxy-7-(2-morpholin-4-ylethoxy)quinolin-4-yloxy]phenyl}amineHCID 4438280681%

Reaction Conditions

Temperature77.5 °C

Reaction Steps

N,N-Dimethylformamide (2 ml) was added to 4-{4-[4-(tert-butyl)anilino]phenoxy}-6-methoxy-7-quinolinol (compound 21) (100 mg), potassium carbonate (167 mg), and 4-(2-chloroethyl)morpholine hydrochloride (70 mg), and the mixture was stirred at 75 to 80° C. for 6 hr. Water and ethyl acetate were added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and was dried over sodium sulfate, and the solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by thin-layer chromatography on silica gel using chloroform/methanol for development to give the title compound (102 mg, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495104B2
Source datasetuspto-grants-2009_02
ORD IDord-ec95c95eda35440a8372e7a7e138ae75
Source noteuspto-grants-2009_02