Triethyloxonium tetrafluoroborate → HCID 68157081, compound

Participants

Reaction Steps

To a suspension of (S)-Boc-alaninamide (614 mg, 3.27 mmol) in DCM (5 mL) was added triethyloxonium tetrafluoroborate (621 mg, 3.27 mmol) in one portion under a nitrogen atmosphere. The resulting mixture stirred at RT for 1 h. The volatiles were removed in vacuo and to the resulting residue was added 4-fluoro-N2-(1-methyl-1H-pyrazol-3-yl)-benzene-1,2-diamine (350 mg, 1.70 mmol) in absolute EtOH (5 mL) and the mixture stirred at 80° C. for 2 h. The volatiles were removed in vacuo and the resulting residue partitioned between DCM and an aqueous solution of NaHCO3. The organic fraction was dried, concentrated in vacuo and the resulting residue purified by column chromatography (Si—PCC, gradient 0-50% EtOAc in DCM) to afford the title compound as a purple oil (187 mg, 31%). LCMS (Method B): RT 3.18 min [M+H]+ 360.05

Provenance & Evidence