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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354615Generated: October 25, 2026

Dimethylformamide → N-(4-Methoxybenzyl) 4-amino-2-methylmercaptopyrimidine-5-carboxyamide

https://huagongshe.com/reaction/2354615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-MethoxybenzylamineHCID 75452—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Amino-2-(methylthio)pyrimidine-5-carboxylic acidHCID 22134738—
ProductN-(4-Methoxybenzyl) 4-amino-2-methylmercaptopyrimidine-5-carboxyamideHCID 13172806481%

Reaction Steps

To a solution of 4-amino-2-methylmercaptopyrimidine-5-carboxylic acid (185 mg, 1 mmol) and p-methoxybenzyl amine (164 mg, 1.2 mmol) in N,N-dimethylformamide was added 1-hydroxybenzotriazole (92 mg, 92 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (229 mg, 1.2 mmol). The reaction mixture was stirred at room temperature over night. The solvent was removed under reduce pressure. The residue was dissolved in ethyl acetate (30 mL) and washed by water (30 mL) and brine (30 mL), dried over sodium sulfate, and the solvent was evaporated. The residue was purified by column chromatography (hexanes:ethyl acetate=1:1) to give the desired product as a white powder (245 mg, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754726B2
Source datasetuspto-grants-2010_07
ORD IDord-3feaa15befa4439a9c6e817c5863b524
Source noteuspto-grants-2010_07