反应 #48601

反应方程式

4-iodo-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide

potassium carbonate

3-(hydroxymethyl)benzene boronic acid

→

4-(3-hydroxymethyl-phenyl)-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide

收率 131.9%

溶剂

ethanol toluene water

反应条件

后处理

1. 1
   其他The reaction was evaporated
2. 2
   其他the residue partitioned between ethyl acetate and brine
3. 3
   其他The ethyl acetate layer was separated
4. 4
   干燥dried (MgSO4)
5. 5
   过滤filtered
6. 6
   其他evaporated
7. 7
   其他the crude material purified by flash column chromatography
8. 8
   洗涤eluting with 1:2
9. 9
   workup.ADDITIONProduct containing fractions
10. 10
    其他evaporated

实验过程

A mixture of 4-iodo-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide (50 mg; 0.11 mmol), bis(tri-tert-butylphosphine)palladium (12 mg), potassium carbonate (100 mg; 0.66 mmol) and 3-(hydroxymethyl)benzene boronic acid (21 mg; 0.14 mmol) in ethanol/toluene/water (4 ml:1 ml:1 ml) was heated at 120° C. (50 W) for 15 minutes in a CEM Discover microwave synthesiser. The reaction was evaporated and the residue partitioned between ethyl acetate and brine. The ethyl acetate layer was separated, dried (MgSO4), filtered and evaporated and the crude material purified by flash column chromatography eluting with 1:2 then 2:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 60 mg of 4-(3-hydroxymethyl-phenyl)-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide.

来源