Binap, (A+-)- → HCID 59743152, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (100 mg, 0.385 mmol), N-[3-(aminomethyl)phenyl]acetamide hydrochloride (90 mg, 0.448 mmol), Pd2(dba)3 (40 mg, 0.044 mmol), rac-BINAP (81 mg, 0.130 mmol) and NaOtBu (101 mg, 1.05 mmol) in DMA (6 mL) was heated at 80° C. for 3 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 N-{3-[(4-chloro-1-oxo-1,2-dihydro-phthalazin-6-ylamino)-methyl]-phenyl}-acetamide (3 mg) as a light brown solid, 1H (400 MHz, CDCl3) δ: 2.09 (s, 3H), 4.38 (s, 2H), 6.85 (d, 1H), 7.00 (m, 2H), 7.21 (t, 1H), 7.38 (m, 1H), 7.53 (m, 1H), 7.61 (s, 1H), 8.05 (d, 1H), 8.75 (bs, 1H), 10.90 (bs, 1H) ppm; m/z (M+1) 342.98.

Provenance & Evidence