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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573321Generated: October 29, 2026

Benzyl Bromide → 5-(Benzyloxy)-N-methoxy-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/573321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant5-hydroxy-N-methoxy-N-methylpicolinamideHCID 86688981—
SolventAcetoneHCID 180—
Product5-(Benzyloxy)-N-methoxy-N-methylpyridine-2-carboxamideHCID 86060653—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 5-hydroxy-N-methoxy-N-methylpicolinamide (7.51 g), K2CO3 (6.27 g) and benzyl bromide (2.83 mL) in acetone (70 mL) was stirred at 50° C. for 14 h, evaporated, treated with water and extracted with AcOEt. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to the title compound (4.87 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-fdf50cba9e1c4550aa4db1c304129ce0
Source noteuspto-grants-2015_05