Binap, (A+-)- → HCID 24948719, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (100 mg, 0.385 mmol), 3-(aminomethyl)phenol (59 mg, 0.479 mmol), Pd2(dba)3 (40 mg, 0.044 mmol), rac-BINAP (79 mg, 0.127 mmol) and NaOt-Bu (92 mg, 0.963 mmol) in DMA (6 mL) was heated at 80° C. for 1.5 h. The mixture was allowed to cool, diluted with EtOAc and washed with water. The organic layer was washed with sat.aq. NaHCO3, brine and dried (Na2SO4). Chromatography on silica (EtOAc/hexanes) afforded 4-chloro-6-(3-hydroxy-benzylamino)-2H-phthalazin-1-one (8 mg) as a brown solid, 1H (400 MHz, CDCl3) δ: 4.48 (s, 2H), 6.77 (dd, 1H), 6.83 (m, 2H), 6.92 (d, 1H), 7.02 (m, 1H), 7.17 (t, 1H), 8.15 (d, 1H), 10.34 (s, 1H) ppm. m/z (M+1) 301.99.

Provenance & Evidence