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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993391Generated: October 30, 2026

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

https://huagongshe.com/reaction/1993391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant7-(Benzyloxy)-4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinolineHCID 22935410—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product4-(7-(Benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorobenzenamineHCID 59792039—

Reaction Steps

To a stirring solution of 7-(benzyloxy)-4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinoline (Step 1, 4.5 g, 10.7 mmol) and hydrazine (2 mL, 61 mmol) in THF (200 mL) was added Raney 2400 nickel (1 mL slurry in water). The suspension was stirred for 30 min. The mixture was filtered through a bed of Celite®, then solvents were removed under reduced pressure to afford the title compound. Calc'd Mass for C23H19FN2O3, 390, MS (M+1) 391.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652009B2
Source datasetuspto-grants-2010_01
ORD IDord-cff1021a90aa41a7bf576371a629e613
Source noteuspto-grants-2010_01