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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228974Generated: October 29, 2026

Water → 2-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propane-1,3-diol

https://huagongshe.com/reaction/228974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantDiethyl 2-[6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-malonateHCID 57756541—
SolventTetrahydrofuranHCID 8028—
Product2-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propane-1,3-diolHCID 5775641722%

Reaction Conditions

Temperature0 °C

Reaction Steps

Diethyl 2-[6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-malonate (compound 373) (50 mg) was dissolved in tetrahydrofuran (1 ml) to prepare a solution. Lithium aluminum hydride (10 mg) was added to the solution at 0° C., and the mixture was stirred at 0° C. for 3 hr and then at room temperature for 2 hr. Water was added to the reaction solution to stop the reaction. The mixture was filtered through Celite, water was then added to the filtrate, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (9.1 mg, yield 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-69c76b390f694a5a9942e93b6260f91c
Source noteuspto-grants-2009_07