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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727855Generated: November 3, 2026

Water → (4-Tert-butylphenyl)-{4-[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinolin-4-yloxy]phenyl}amine

https://huagongshe.com/reaction/1727855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
Reactant4-tert-Butylphenylboronic acidHCID 2734320—
Reactant(4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amineHCID 57567448—
Product(4-Tert-butylphenyl)-{4-[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinolin-4-yloxy]phenyl}amineHCID 5756741927%

Reaction Conditions

Temperature70 °C

Reaction Steps

(4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amine (40 mg) (starting compound A) was dissolved in N,N-dimethylformamide (1 ml) to prepare a solution. Morpholine (30 μl) (starting compound B) was then added to the solution, and the mixture was stirred at 70° C. for 2 days. 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. The solvent was removed by evaporation under the reduced pressure, and the residue was purified by thin-layer chromatography on silica gel using chloroform/methanol for development to give the title compound (12 mg, yield 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495104B2
Source datasetuspto-grants-2009_02
ORD IDord-7879dd11722e4a7aa9dda4ff05e588c4
Source noteuspto-grants-2009_02