Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869267Generated: October 30, 2026

N-methyl-2-pyrrolidone → 2-{[(1-Aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamide

https://huagongshe.com/reaction/869267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1-AminocyclohexanemethanamineHCID 21150—
Reactant4-{[3-(Methylcarbamoyl)phenyl]amino}-2-(methylsulfinyl)-6-oxo-1,6-dihydropyrimidine-5-carboxamideHCID 136375762—
SolventEthyl AcetateHCID 8857—
Product2-{[(1-Aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamideHCID 13637577177.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-{[3-(methylcarbamoyl)phenyl]amino}-2-(methylsulfinyl)-6-oxo-1,6-dihydropyrimidine-5-carboxamide (Preparation Example 311) (234 mg), 1-(aminomethyl)cyclohexaneamine (172 mg) and NMP (2 mL) was stirred at 80° C. for 30 minutes. After cooling, the reaction liquid was diluted with ethyl acetate, and the precipitated solid was collected by filtration. This solid was heated with ethanol-water and washed to give 2-{[(1-aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamide (215 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969336B2
Source datasetuspto-grants-2015_03
ORD IDord-bbfc9d00c43c45e39b88ead7400fd8b8
Source noteuspto-grants-2015_03