Benzenemethanamine, 3-chloro- → HCID 24948721, compound

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Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (100 mg, 0.385 mmol), 3-chlorobenzylamine (0.052 mL, 0.424 mmol), Pd2(dba)3 (35 mg, 0.0385 mmol), rac-BINAP (75 mg, 0.120 mmol) and NaOt-Bu (111 mg, 1.155 mmol) in DMA (6 mL) was heated at 80° C. for 1 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-chloro-benzylamino)-2H-phthalazin-1-one (15 mg) as a white solid, 1H (400 MHz, CDCl3) δ: 4.23 (s, 2H), 6.69 (d, 1H), 6.88 (dd, 1H), 7.05 (m, 3H), 7.19 (s, 1H), 7.88 (d, 1H), 11.45 (s, 1H) ppm. m/z (M+1) 320.00.

Provenance & Evidence