Binap, (A+-)- → HCID 67418200, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (670 mg, 2.582 mmol), 2-((R)-3-methyl-piperazin-1-yl)-benzylamine (542 mg, 2.693 mmol), Pd2(dba)3 (246 mg, 0.269 mmol), rac-BINAP (505 mg, 0.811 mmol) and NaOtBu (774 mg, 8.054 mmol) in DMA (13 mL) was heated at 80° C. for 2 h. The mixture was allowed to cool, filtered through celite and rinsed with EtOAc (this layer was discarded), then MeOH. The MeOH filtrate was concentrated followed by column chromatography (EtOAc/MeOH+0.1% NH4OH) afforded 4-chloro-6-[2-((R)-3-methyl-piperazin-1-yl)-benzylamino]-4a,8a-dihydro-2H-phthalazin-1-one (121 mg) as a brown solid. 1H (400 MHz, d6-DMSO) δ: 1.22 (d, 3H), 2.73 (m, 1H), 2.95 (m, 1H), 3.1 (m, 5H), 4.47 (d, 2H), 6.67 (s, 1H), 7.06 (m, 1H), 7.14 (d, 2H), 7.25 (m, 1H), 7.35 (d, 1H), 7.78 (t, 1H), 7.90 (d, 1H), 12.33 (s, 1H) ppm; m/z (M+1) 384.28.

Provenance & Evidence