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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040057Generated: October 25, 2026

Acetic Acid → N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine

https://huagongshe.com/reaction/1040057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Bromo-5-methylanilineHCID 3018526—
Reactant2-Chloro-4-isopropylpyrimidineHCID 24901916—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amineHCID 6724809798.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

Acetic acid (0.192 mL, 3.35 mmol) was added to commercially available 2-chloro-4-(propan-2-yl)pyrimidine (0.5 g, 3.19 mmol) and 3-bromo-5-methylaniline (0.900 g, 3.19 mmol) suspended in dioxane (6.39 mL). Reaction was heated to 120° C. (bath temp) overnight. Then, the reaction was cooled to room temperature and purified by column chromatography on silica gel eluting with ethyl acetate and hexanes to give N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine (959.8 mg, 3.13 mmol, 98%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551984B2
Source datasetuspto-grants-2013_10
ORD IDord-50cc06cacf6e42628e60dc22f68cdc50
Source noteuspto-grants-2013_10