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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56749Generated: October 24, 2026

Methyl morpholine oxide → 5-Hydroxy-2-methoxypyridine

https://huagongshe.com/en/reaction/56749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
SolventDichloromethaneHCID 6344—
Product5-Hydroxy-2-methoxypyridineHCID 11622335—

Reaction Conditions

Temperature50 °C

Reaction Steps

At RT, 50 g (327 mmol) of 6-methoxypyridin-3-ylboronic acid were added to a solution of 46.0 g (392 mmol) of N-methylmorpholine N-oxide in 500 ml of dichloromethane, and the mixture was stirred at 50° C. for 14 h. Additional N-methylmorpholine N-oxide was added until the reaction had gone to completion. The reaction mixture was concentrated under reduced pressure and the crude product was purified by flash chromatography (silica gel 60, cyclohexane/ethyl acetate mixtures). Yield: 32.9 g (80% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434690B2
Source datasetuspto-grants-2016_09
ORD IDord-873065e9d4b141dcac24f012c4cf7220
Source noteuspto-grants-2016_09