반응 #317865

반응 방정식

4-[(4-iodophenyl)carbonyl]morpholine

3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole

N,N-dimethylglycine

cesium carbonate

→

title compound

수율 82.0%

1-[4-(4-morpholinylcarbonyl)phenyl]-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole

수율 82.0%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   기타The reaction mixture was partitioned between dichloromethane (30 ml) and water (30 ml)
3. 3
   기타The organic layer was separated
4. 4
   건조dried over sodium sulphate
5. 5
   기타The solvent was removed by rotary evaporation
6. 6
   기타to give a dark brown residue that
7. 7
   workup.ADDITIONwas added to a 20 g isolute pre-packed silica column
8. 8
   세척eluted from 0-50% ethyl acetate in petroleum ether

실험 절차

A mixture of 4-[(4-iodophenyl)carbonyl]morpholine (1.90 g, 6.0 mmol), 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole (1.14 g, 6.0 mmol), copper (I) oxide (10 mol %, 0.6 mmol, 86 mg), N,N-dimethylglycine (20 mol %, 1.2 mmol, 124 mg), and cesium carbonate (12.0 mmol, 3.91 g) in dimethylsulfoxide (16 ml) was stirred in an oilbath heated at 130° C. for 24 h under argon and then allowed to cool to room temperature. The reaction mixture was partitioned between dichloromethane (30 ml) and water (30 ml). The organic layer was separated and dried over sodium sulphate. The solvent was removed by rotary evaporation to give a dark brown residue that was added to a 20 g isolute pre-packed silica column and eluted from 0-50% ethyl acetate in petroleum ether to give the title compound as a brown gum (1.86 g, 82%).

출처