反应详情

Pyridinium tribromide (90% (Aldrich), 4 g, 11.22 mmol) was added portion-wise over 10 minutes to a suspension of 4-pyrimidin-5-yl-1H-indole (730 mg, 3.74 mmol) in 2-methyl-2-propanol (25 mL), ethanol (15 mL) and acetic acid (9 mL). The mixture was stirred at room temperature for 2 hours after which acetic acid (36 mL), water (1 mL) and zinc (3.2 g, 56.1 mmol) were added. Stirring was continued for 1.5 hours. Residual zinc dust was filtered and washed with methanol. The filtrate was concentrated and the syrupy residue was stirred in water (100 mL) overnight. The precipitate which formed was filtered, washed with water to remove zinc and pyridine salts and dried under high vacuum to give 595 mg (75%) of 4-pyrimidin-5-yl-1,3-dihydroindol-2-one as a light brown solid.

1. additionwere added
2. filtrationResidual zinc dust was filtered
3. washwashed with methanol
4. concentrationThe filtrate was concentrated
5. stirringthe syrupy residue was stirred in water (100 mL) overnight
6. customThe precipitate which formed
7. filtrationwas filtered
8. washwashed with water
9. customto remove zinc and pyridine salts
10. customdried under high vacuum