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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15515Generated: October 27, 2026

Methanol → 4-(7-(Benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorobenzenamine

https://huagongshe.com/reaction/15515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
Reactant7-(Benzyloxy)-4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinolineHCID 22935410—
CatalystAdams' catalystHCID 345198—
SolventEthyl AcetateHCID 8857—
Product4-(7-(Benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorobenzenamineHCID 59792039100%

Reaction Steps

A mixture of 7-(benzyloxy)-4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinoline (125 mg, 0.3 mmol) and PtO2 in EtOAc (15 mL) was stirred at rt under 1 atm of H2 gas for 2 h. Toluene (4 mL) and MeOH (5 mL) were added to the reaction mixture, stirred for 20 minutes, filtered the catalyst, and the filtrate solution was concentrated in vacuo to obtain the product (117 mg, 100%) as a white solid. 1H NMR (DMF-d7) δ 8.52 (d, 1H, J=5.0 Hz), 7.68-6.67 (m, 12H), 6.48 (d, 1H, J=5.0 Hz), 5.38 (s, 2H), 4.02 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732613B2
Source datasetuspto-grants-2010_06
ORD IDord-2c66eb95b2e5493a9d8abd7aad4cfeda
Source noteuspto-grants-2010_06