2,4-Difluoronitrobenzene → HCID 68157451, compound

Participants

Reaction Conditions

Reaction Steps

To 4-aminopyrimidine (1.0 g, 10.52 mmol) in THF (40 ml) at 0° C. under nitrogen was added potassium tert-butoxide (2.46 g, 22 mmol). After stirring for 5 min 2,4-difluoronitrobenzene (1.672 g, 10.52 mmol) was added dropwise. The reaction was stirred for 1 h at 0° C. then at 20° C. for 1 h, then quenched with 5% citric acid to give a pH of 5. The mixture was extracted with EtOAc (150 mL), dried (Na2SO4) and evaporated to an orange gum. This was purified by column chromatography (Si—PCC, gradient 0-5% MeOH in DCM to give the title compound as a yellow solid, (0.31 g, 12%). LCMS (Method B): RT=2.16 min, [M+H]+=234.91

Provenance & Evidence