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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627112Generated: October 31, 2026

Ammonia → 2-(Hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]pyridin-4(1H)-one

https://huagongshe.com/reaction/627112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4H-Pyran-4-one, 2-(hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]-HCID 10491698—
Product2-(Hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]pyridin-4(1H)-oneHCID 15159532—

Reaction Conditions

Temperature90 °C

Reaction Steps

2-(hydroxymethyl)-5-(4-methoxybenzyloxy)-4H-pyran-4-one (Intermediate 63, 6.44 g, 24.56 mmol) and ammonia (7N in MeOH) (59.6 ml, 417.45 mmol) were combined in a pressure reactor vessel and heated at 90° C. for 5 hours. The reaction mixture was cooled overnight then concentrated. The solid was suspended in water then collected by filtration. The title compound was obtained as a brown solid (3.48 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309245B2
Source datasetuspto-grants-2016_04
ORD IDord-07ca78d89c3e496780f8984d4c10b403
Source noteuspto-grants-2016_04