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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643687Generated: October 25, 2026

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

https://huagongshe.com/reaction/643687

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 ecaporated. 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 numberUS07700622B2
Source datasetuspto-grants-2010_04
ORD IDord-598e6ff58c9f4a9f9c8143bed7451642
Source noteuspto-grants-2010_04