反应详情

To a suspension of 4-hydroxy-pyrido[3,4-d]pyrimidine (0.103 g, 0.70 mmol) in dry pyridine (2 ml) cooled in an ice-water bath was added dropwise trifluoroacetic anhydride (0.20 ml, 1.4 mmol). After stirring for 0.5 hour, 6-chloroindoline (0.10 g, 0.66 mmol) and pyridine (0.14 g, 1.81 mmol) in dry DMF (1.5 ml) was added dropwise. The cold bath was allowed to warm to ambient temperature and then heated at 70° C. for 3 hours. The reaction was cooled to ambient temperature and then added to methylene chloride (150 mL). The organic layer was washed with saturated sodium carbonate and water, and then dried over sodium sulfate. The solvent was removed by rotary evaporation and the residue purified by column chromatography (silica gel, 9/2/1-CH2Cl2/hexanes/methanol) to give a pale yellow residue (0.048 g, 28%): MP: 194-6° C.; LC/MS: 283 (MH+).

1. temperaturecooled in an ice-water bath
2. temperatureheated at 70° C. for 3 hours
3. temperatureThe reaction was cooled to ambient temperature
4. washThe organic layer was washed with saturated sodium carbonate and water
5. dry with materialdried over sodium sulfate
6. customThe solvent was removed by rotary evaporation
7. customthe residue purified by column chromatography (silica gel, 9/2/1-CH2Cl2/hexanes/methanol)