反应详情

The compound methylphosphonic acid 3-[6-(2-diethylamino-ethoxy)-1H-indol-2-yl]-1H-indazol-5-yl ester methyl ester is prepared as follows: 100 mg of 3-[6-(2-diethylaminoethoxy)-1H-indol-2-yl]-1H-indazol-5-ol in solution in 4 ml of dichloromethane with 93 mg of methylphosphonic acid bis-(4-nitrophenyl)ester (prepared according to procedure E) are stirred at ambient temperature. A solution of 41 μl of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in 1 ml of dichloromethane is added dropwise. The solution is stirred overnight at ambient temperature. 41 μl of DBU, followed by 115 μl of methanol, are then added. This operation is repeated after stirring for 4 h 15 min. After stirring for another hour at ambient temperature, the solvent is evaporated off and the crude is purified by flash chromatography on a cartridge of 25 g of silica, eluent: dichloromethane/methanol, 90/10 to 60/40 in steps. The fractions obtained are concentrated and purified by preparative LC/MS to isolate 30 mg of methylphosphonic acid 3-[6-(2-diethylaminoethoxy)-1H-indol-2-yl]-1H-indazol-5-yl ester methyl ester in the form of a colorless oil.

1. customThe compound methylphosphonic acid 3-[6-(2-diethylamino-ethoxy)-1H-indol-2-yl]-1H-indazol-5-yl ester methyl ester is prepared
2. additionare then added
3. stirringafter stirring for 4 h 15 min
4. stirringAfter stirring for another hour at ambient temperature
5. customthe solvent is evaporated off
6. customthe crude is purified by flash chromatography on a cartridge of 25 g of silica, eluent
7. customThe fractions obtained
8. concentrationare concentrated
9. custompurified by preparative LC/MS