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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59035Generated: October 26, 2026

Sodium ethoxide → 7-(4-Amino-3-fluorophenoxy)-1-N-methyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

https://huagongshe.com/reaction/59035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
ReactantEthyl 4-(4-amino-3-fluorophenoxy)-2-aminopyridin-3-yl-methyl-carbamateHCID 44184953—
SolventEthanolHCID 702—
Product7-(4-Amino-3-fluorophenoxy)-1-N-methyl-1H-imidazo[4,5-b]pyridin-2(3H)-oneHCID 44184954—

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 4-(4-amino-3-fluorophenoxy)-2-aminopyridin-3-yl-methyl-carbamate (7a) (320 mg, 1.0 mmol) was suspended in a solution of EtONa in EtOH (4 mL), obtained from dissolving sodium (480 mg, 21 mmol) in ethanol (9 mL). The suspension was heated under microwave irradiation for 1 hour (100° C., 100 W). The mixture was cooled at room temperature and the solvent was evaporated. The residue was dissolved in water and was acidified with AcOH to pH 4. The precipitate formed was recovered by filtration, to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439893B2
Source datasetuspto-grants-2016_09
ORD IDord-23acdab3e7b243d78574d98717d37ab8
Source noteuspto-grants-2016_09