Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277385Generated: October 30, 2026

2-Methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol → 1-((4-(4-Aminophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol

https://huagongshe.com/reaction/2277385

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-olHCID 68194257—
ReactantHCID 178526052HCID 178526052—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-((4-(4-Aminophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-olHCID 6819398197.7%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 2-methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol (2.8 g, 7.9 mmol) and HCOOK (4.6 g, 55.3 mmol) in water (4 mL) and THF (12 mL) was added 10% Pd/C (0.24 g). The reaction mixture was stirred at 45° C. for 21 hours and then cooled to room temperature. The mixture was filtered through a Celite pad. The organic phase was separated and washed with brine (20 mL). The aqueous phase was extracted with EtOAc (15 mL). The combined organic phases were concentrated in vacuo and the residue was dried in vacuo at 50° C. overnight to give the title compound as a yellow solid (2.5 g, 97.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133162B2
Source datasetuspto-grants-2015_09
ORD IDord-c9929c7fd4d24b6aa7c03dc44f7ed618
Source noteuspto-grants-2015_09