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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76025Generated: October 30, 2026

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

https://huagongshe.com/reaction/76025

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, 1H) 7.24-7.26 (m, 1H) 7.28 (br. s., 1H) 7.34-7.40 (m, 1H) 7.74 (dt, J=11.37, 2.27 Hz, 1H) 8.56 (s, 2H); (M+H)+269.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835451B2
Source datasetuspto-grants-2014_09
ORD IDord-2f6d6c548ddf46d8a615ec91fcb055f1
Source noteuspto-grants-2014_09