反应详情

温度

80 °C

A suspension of 3-(1-hydroxyphthalazin-6-yl)-4-methylbenzoic acid (1.0 g, 3.6 mmol) in phosphorous oxychloride (4.9 mL, 54 mmol) was heated at 80° C. for 1 h. The solution was cooled and concentrated. Toluene (10 mL) was added and removed in vacuo. The brown syrup was resuspended in DCM (20 mL) and cooled to 0° C. Diisopropylethylamine (3.1 mL, 18 mmol) followed by cyclopropylamine (3.0 mL, 43 mmol) was added and the mixture was allowed to warm up to RT and stirred for 1 hour. The mixture was concentrated and the crude product was purified by silica gel chromatography (50-100% EtOAc in hexanes) to give 610 mg of 3-(1-chlorophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide as an off-white solid. MS (ES+)=338.1 (M+H)

1. temperatureThe solution was cooled
2. concentrationconcentrated
3. additionToluene (10 mL) was added
4. customremoved in vacuo
5. temperaturecooled to 0° C
6. additionwas added
7. temperatureto warm up to RT
8. concentrationThe mixture was concentrated
9. customthe crude product was purified by silica gel chromatography (50-100% EtOAc in hexanes)