反应详情

6.11 g (15.2 mmol) 3-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-5-carbaldehyde (Example 5A), 2.82 g (45.6 mmol) ethylene glycol and a trace amount of p-toluene sulfonic acid in toluene (100 ml) were heated to reflux overnight using a Dean-Stark trap. After cooling, the mixture was extracted twice with saturated aqueous sodium bicarbonate solution and washed with brine. The organic layer was dried with sodium sulfate, filtered and evaporated to dryness. The remaining substance was purified by preparative RP-HPLC (acetonitrile/water gradient) yielding 3.94 g (58% of th.) of the pure title compound.

1. temperatureto reflux overnight
2. temperatureAfter cooling
3. extractionthe mixture was extracted twice with saturated aqueous sodium bicarbonate solution
4. washwashed with brine
5. dry with materialThe organic layer was dried with sodium sulfate
6. filtrationfiltered
7. customevaporated to dryness
8. customThe remaining substance was purified by preparative RP-HPLC (acetonitrile/water gradient)