反应详情

To a suspension of (S)-Boc-alaninamide (385 mg, 2.05 mmol) in DCM (5 mL) was added triethyloxonium tetrafluoroborate (389 mg, 2.05 mmol) in one portion under a nitrogen atmosphere. The resulting mixture was left to stir at RT for 1 h. The volatiles were removed under reduced pressure and to the resulting residue was added 4-fluoro-N2-pyridin-4-yl-benzene-1,2-diamine (208 mg, 1.02 mmol) in absolute EtOH (5 mL) and the mixture was stirred at 80° C. for 16 h. The volatiles were removed under reduced pressure and the resulting residue partitioned between DCM and a saturated aqueous solution of NaHCO3. The organic fraction was dried, concentrated in vacuo and the resulting residue purified by column chromatography (Si—PCC, gradient 0-10% MeOH in EtOAc) to afford the title compound as a pale yellow oil (210 mg, 58%). LCMS (Method C): RT 2.84 min [M+H]+ 357.15

1. waitThe resulting mixture was left
2. customThe volatiles were removed under reduced pressure and to the resulting residue
3. stirringthe mixture was stirred at 80° C. for 16 h
4. customThe volatiles were removed under reduced pressure
5. customthe resulting residue partitioned between DCM
6. customThe organic fraction was dried
7. concentrationconcentrated in vacuo
8. customthe resulting residue purified by column chromatography (Si—PCC, gradient 0-10% MeOH in EtOAc)