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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404218Generated: November 2, 2026

Hydrochloric Acid → 5-bromo-N-(3-fluorophenyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1404218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
Reactant3-FluoroanilineHCID 9742—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
SolventWaterHCID 962—
Product5-bromo-N-(3-fluorophenyl)pyrimidin-2-amineHCID 63874387—

Reaction Conditions

Temperature50 °C

Reaction Steps

In a microwave vial is added 3-fluorophenylamine (0.293 mL, 2.58 mmol), 5-bromo-2-chloropyrimidine (500 mg, 2.58 mmol), EtOH (10 mL) and concentrated HCl (0.2 mL). The reaction mixture is then heated at 50° C. for 15 min. Water (20 mL) is added and it is extracted with EtOAc. The organic layer is washed with NaHCO3, dried with Na2SO4 and concentrated. The residue is purified by column chromatography to give the title compound: 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 6.83-6.88 (m, 1 H) 7.24-7.26 (m, 1 H) 7.28 (br. s., 1H) 7.34-7.40 (m, 1 H)7.74 (dt, J=11.37, 2.27 Hz, 1 H) 8.56 (s, 2 H); (M+H)+ 269.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912208B2
Source datasetuspto-grants-2014_12
ORD IDord-d6fdb9677a0744d4afe2d13b9b8d045b
Source noteuspto-grants-2014_12