4,4-Dimethoxy-2-butanone → HCID 89649260, compound

Participants

Reaction Steps

To a solution of (3-bromo-4-fluoro-anilino)ammonium chloride [CAS: 1166990-89-1](5412 mg, 22.41 mmol) in ethanol (30 mL) was added 4,4-dimethoxybutan-2-one (3.12 mL, 23.53 mmol), and the reaction was heated to reflux for 4 hours. The reaction mixture was concentrated in vacuo, and the residue was loaded onto silica (50 g, SNAP cartridge), eluting with EtOAc in isohexane from 0% to 25%. Fractions containing the faster running desired product were combined and concentrated in vacuo to give one of the isomers 1-(3-bromo-4-fluoro-phenyl)-3-methyl-pyrazole (D86) (1249 mg, 4.65 mmol, 20.8% yield) (1.26 g);

Provenance & Evidence