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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218110Generated: October 30, 2026

Methylamine → 3-(benzyloxy)-N-cyclobutyl-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamide

https://huagongshe.com/reaction/2218110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant3-(benzyloxy)-N-cyclobutyl-6-methyl-4-oxo-4H-pyran-2-carboxamideHCID 86611798—
SolventMethanolHCID 887—
Product3-(benzyloxy)-N-cyclobutyl-1,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamideHCID 6665894862.4%

Reaction Conditions

Temperature72.5 °C

Reaction Steps

To a solution of the compound from example 4 (2.616 g, 8.35 mmol, 1.0 equiv) in methanol (10 ml) was quickly added methylamine (2M in methanol, 20 ml, 40 mmol, 4.79 equiv). The sealed tube was stirred overnight at 70-75° C. The resulting brown solution was evaporated to dryness and purified by chromatography (EtOAc, then 1:4 MeOH/EtOAc) provided the titled compound (1.70 g, 62.24%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410985B2
Source datasetuspto-grants-2008_08
ORD IDord-2fb4e02112ed4d7e85f815f86e6835af
Source noteuspto-grants-2008_08