反应详情

温度

100 °C

To a solution of 1-(5-(3-chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid (900 mg, 3.01 mmol) in toluene (50 mL) was added TEA (0.63 mL, 4.52 mmol) and diphenylphosphoryl azide (0.977 mL, 4.52 mmol), and the mixture was heated to 100° C. for 4 h. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was re-dissolved in THF (100 mL) and a solution of KOtBu (2.03 g, 18.08 mmol) in THF (40 mL) was added. The mixture was stirred at 0° C. for 1 h. The mixture was then warmed to room temperature overnight. Silica gel (10 g) was added and the mixture was concentrated in vacuo. The residue was purified by silica chromatography eluting with a 0-10% MeOH-DCM gradient to give 4-(5-(1-aminocyclopropyl)pyridin-3-yl)-2-chlorobenzonitrile. m/z 270.0, 272.0 (M+H)+.

1. temperatureThe mixture was then cooled to room temperature
2. concentrationconcentrated in vacuo
3. dissolutionThe residue was re-dissolved in THF (100 mL)
4. temperatureThe mixture was then warmed to room temperature overnight
5. additionSilica gel (10 g) was added
6. concentrationthe mixture was concentrated in vacuo
7. customThe residue was purified by silica chromatography
8. washeluting with a 0-10% MeOH-DCM gradient