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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215685Generated: October 30, 2026

Carbamate → 2-Amino-N-methylpyridine-3-carboxamide

https://huagongshe.com/reaction/215685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamateHCID 276—
ReactantCarbon DioxideHCID 280—
ReactantMethylamineHCID 6329—
ReactantHCID 67131340HCID 67131340—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product2-Amino-N-methylpyridine-3-carboxamideHCID 2058532697%

Reaction Conditions

Temperature40 °C

Reaction Steps

14.96 g (0.09 mol) of 1H-Pyrido[2,3-d]oxazin-2,4-dione was suspended in 138 ml dioxane. The mixture is heated to 40° C. and 17 ml of a 33% solution of methyl amine in ethanol is added dropwise directly into the reaction mixture, to avoid carbamate formation with the evolving CO2. The reaction is allowed to continue for 90 minutes. After cooling down to room temperature, the formed precipitate is removed by filtration and the filtrate is concentrated to dryness. 13.2 g (97%) of 2-aminonicotinic acid methyl amide was isolated (m.p. 140-2° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08192918B2
Source datasetuspto-grants-2012_06
ORD IDord-b2fff7c590ea4b8b851c57434f503c61
Source noteuspto-grants-2012_06