Ammonium Chloride → (5-fluoro-2-nitrophenyl)-(1-methyl-1H-pyrazol-4-yl)amine

Participants

Reaction Steps

Potassium tert-butoxide (1.16 g, 10.3 mmol) was added to a solution of 1-methyl-1H-pyrazol-4-ylamine (0.50 g, 5.15 mmol) in THF (10 mL) at 0° C. under nitrogen and resultant mixture stirred for 15 min. 2,4-difluoro-1-nitrobenzene (0.98 g, 6.18 mmol) in THF (5 mL) was added and stirring continued for 1 h. The reaction mixture was poured into saturated aqueous ammonium chloride solution and extracted with EtOAc (×3). The combined EtOAc extracts were dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by chromatography (SiO2, 0-2% methanol in DCM) to give the title compound as a red gummy solid (0.19 g, 16%). LCMS (Method B): RT 3.12 min [M+H]+ 236.9

Provenance & Evidence