反应 #48426

反应方程式

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

4-Bromopyridine

tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-ylcarbamate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

cesium carbonate

→

title compound

收率 22.4%

tert-Butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-pyridin-4-ylazepan-3-ylcarbamate

收率 22.4%

溶剂

dioxane

反应条件

后处理

1. 1
   workup.WAITAfter 30 min
2. 2
   其他the mixture was partitioned between ethyl acetate and water
3. 3
   洗涤The organic layer was washed with water (2×), saturated brine
4. 4
   干燥dried over magnesium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated

实验过程

4-Bromopyridine (286 mg, 1.47 mmol) was added to a solution of tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-ylcarbamate (200 mg, 0.588 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (20 mg, 0.035 mmol), tris(dibenzylideneacetone)dipalladium(0) (22 mg, 0.024 mmol), and cesium carbonate (268 mg, 0.823 mmol) in dioxane (6 mL) and the mixture was heated at 150° C. in a Personal Chemistry Smith Creator™ microwave reactor. After 30 min, an additional amount of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (20 mg, 0.035 mmol) and tris(dibenzylideneacetone)dipalladium(0) (22 mg, 0.024 mmol) were added. After 30 min, the mixture was partitioned between ethyl acetate and water. The organic layer was washed with water (2×), saturated brine, dried over magnesium sulfate, filtered and concentrated to give the title compound (55 mg). MS 418.2 (M+1).

来源