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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249480Generated: October 30, 2026

Triethylamine → N-Methoxy-3-pyridinemethanamine

https://huagongshe.com/reaction/249480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(Chloromethyl)pyridine hydrochlorideHCID 23394—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
SolventAcetonitrileHCID 6342—
ProductN-Methoxy-3-pyridinemethanamineHCID 2245042618.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

In 200 ml of acetonitrile was suspended 6.6 g (0.04 mole) of 3-pyridylmethyl chloride hydrochloride, followed by addition of 10 g (0.12 mole) of O-methylhydroxylamine hydrochloride and 16.2 g (0.16 mole) of triethylamine. The mixture was stirred at 50° C. for 15 hours. The insoluble matter was filtered off and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, using EtOH-CHCl3 (1:10) as an eluent. The procedure gave 1.0 g of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05214152
Source datasetuspto-grants-1993_05
ORD IDord-ee824a6193404285a9d05abb42499454
Source noteuspto-grants-1993_05