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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039876Generated: October 26, 2026

Acetic Acid → N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine

https://huagongshe.com/reaction/1039876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Bromo-5-methylanilineHCID 3018526—
Reactant2-Chloro-4-methylpyrimidineHCID 11629607—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amineHCID 67249356100%

Reaction Conditions

Temperature120 °C

Reaction Steps

Acetic acid (0.234 mL, 4.08 mmol) was added to 2-chloro-4-methylpyrimidine (0.5 g, 3.89 mmol) and 3-bromo-5-methylaniline (1.096 g, 3.89 mmol) suspended in dioxane (7.78 mL). The reaction was heated to 120° C. overnight. Then, the reaction was cooled to room temperature and was directly purified by column chromatography on silica gel eluting with ethyl acetate/hexanes to give N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine (1.08 g, 3.89 mmol, quant.) as a white solid. MS ESI: [M+H]+ m/z 278.0 and 280.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551984B2
Source datasetuspto-grants-2013_10
ORD IDord-70deb626fe5c4457b6daf6a44871850d
Source noteuspto-grants-2013_10