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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433490Generated: October 31, 2026

Methanol → 5-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amine

https://huagongshe.com/reaction/1433490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant6-Chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamineHCID 22936836—
CatalystHCID 178418390HCID 178418390—
SolventEthyl AcetateHCID 8857—
Product5-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amineHCID 2293653731%

Reaction Steps

After suspending 6-chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine (500 mg, 1.51 mmol) in a mixed solvent of methanol (20 ml), tetrahydrofuran (10 ml) and triethylamine (3 ml), palladium carbon (300 mg) was added and the mixture was stirred for 15 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered off by celite filtration, washing was performed with ethanol, and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate), and the fraction containing the target substance was concentrated, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (138 mg, 0.465 mmol, 31%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-78c7d5bf6ba14414a594048fa4b9271d
Source noteuspto-grants-2009_11