反应 #60974

反应方程式

(5-Amino-2-morpholin-4-yl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

triethylorthoformate

sodium azide

→

title compound

收率 52.0%

(2-Morpholin-4-yl-5-tetrazol-1-yl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

收率 52.0%

溶剂

Acetic acid

water

NaOH

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   萃取The aqueous phase was extracted with ethyl acetate
3. 3
   干燥dried over Na2SO4
4. 4
   过滤filtered
5. 5
   其他evaporated to dryness
6. 6
   其他The residue was chromatographed on silica gel

实验过程

A suspension of (5-Amino-2-morpholin-4-yl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone (50 mg, 0.115 mmol) in Acetic acid (1 ml) was heated to 75° C. under nitrogen and then triethylorthoformate (36.76 ul, 0.34 mmol) was slowly added. After 1 hour, sodium azide (22.4 mg, 0.34 mmol) was added portionwise and the reaction mixture was stirred at 75° C. for 1 h 30. The reaction mixture was cooled to room temperature, diluted with water and basified with 1N NaOH solution. The aqueous phase was extracted with ethyl acetate. The organic phases were combined, dried over Na2SO4, filtered and evaporated to dryness. The residue was chromatographed on silica gel: Eluent: Heptane/Ethylacetate 0% to 60% (10 minutes) to provide the title compound (29 mg, 52%) as yellow solid, MS (m/e): 488.2 (M+H+, 100%)

来源