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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818531Generated: November 2, 2026

Hydrochloric Acid → 4-(3-bromophenyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1818531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ethoxideHCID 2723922—
ReactantCarbamimidoylazanium ChlorideHCID 5460839—
Reactant1-(3-Bromo-phenyl)-3-dimethylamino-propanoneHCID 68821237—
SolventEthanolHCID 702—
Product4-(3-bromophenyl)pyrimidin-2-amineHCID 460978731.5%

Reaction Steps

Combine 1-(3-bromo-phenyl)-3-dimethylamino-propanone (3.00 g, 11.8 mmol) and guanidinium chloride (1.12 g, 11.8 mmol), sodium ethoxide (5 mL, 21% wt solution in ethanol), absolute EtOH (24 mL) and heat to reflux overnight. Cool to room temperature and pour into 1% hydrochloric acid (200 mL). Extract with ethyl acetate, dry over sodium sulfate and condense to afford 4-(3-bromo-phenyl)-pyrimidin-2-ylamine (930 mg, 3.72 mmol) as a white solid. MS (m/z): 250.2 (M).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598423B2
Source datasetuspto-grants-2009_10
ORD IDord-9425a6df6b894ce2862544b50d691171
Source noteuspto-grants-2009_10