反应详情

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one and 7-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), 3-fluorobenzylamine (0.08 mL, 0.70 mmol), Pd-2(dba)3 (43 mg, 0.047 mmol), rac-BINAP (118 mg, 0.190 mmol) and NaOt-Bu (139 mg, 1.45 mmol) in DMA (8 mL) was heated at 80° C. for 40 min. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) afforded 4-chloro-7-(3-fluoro-benzylamino)-2H-phthalazin-1-one (32 mg) as a white solid, 1H (600 MHz, CDCl3) δ: 4.44 (s, 2H), 6.92 (m, 1H), 7.00 (d, 1H), 7.05 (dd, 1H), 7.08 (d, 1H), 7.26 (m, 1H), 7.37 (d, 1H), 7.71 (d, 1H), 10.40 (s, 1H) ppm. m/z (M+1) 303.97; 4-chloro-6-(3-fluoro-benzylamino)-2H-phthalazin-1-one (23 mg) as an off white solid, 1H (600 MHz, CDCl3) δ: 4.35 (s, 2H), 6.78 (d, 1H), 6.86 (m, 1H), 6.94 (dd, 1H), 6.97 (bd, 1H), 7.05 (d, 1H), 7.21 (m, 1H), 8.00 (d, 1H), 11.00 (s, 1H) ppm. m/z (M+1) 303.97.

1. temperatureto cool
2. washwashed with water (25 mL)
3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
4. concentrationconcentrated