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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187199Generated: October 30, 2026

Triethylamine → N-Methoxy-3-pyridinemethanamine

https://huagongshe.com/reaction/2187199

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-methyl-hydroxylamine 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 numberUS06407248B1
Source datasetuspto-grants-2002_06
ORD IDord-b2c2391670b34d5c94d1fce0e82f942e
Source noteuspto-grants-2002_06