2-Chlorobenzylamine → HCID 24948531, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 2-chlorobenzylamine (0.078 mL, 0.644 mmol), Pd2(dba)3 (47 mg, 0.051 mmol), rac-BINAP (112 mg, 0.180 mmol) and NaOtBu (139 mg, 1.445 mmol) in DMA (6 mL) was heated at 80° C. for 2 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-(2-chloro-benzylamino)-2H-phthalazin-1-one (21 mg) as a beige solid, 1H (400 MHz, CDCl3) δ: 4.45 (s, 2H), 6.82 (d, 1H), 6.95 (dd, 1H), 7.14 (m, 2H), 7.30 (m, 2H), 8.00 (d, 1H), 11.20 (s, 1H) ppm; m/z (M+1) 319.93.

Provenance & Evidence