2-Bromobenzonitrile → HCID 67416808, compound

Participants

Reaction Steps

A mixture 2-bromobenzonitrile (1.0 g, 5.494 mmol), (S)-(+)-2-methylpiperazine (0.60 g, 5.99 mmol), Pd2(dba)3 (0.503 g, 0.549 mmol), rac-BINAP (1.026 g, 1.648 mmol) and NaOtBu (2.11 g, 21.976 mmol) in DMA (27 mL) was heated at 80° C. for 2.5 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 (EtOAc/MeOH) afforded 2-((R)-3-methyl-piperazin-1-yl)-benzonitrile (540 mg) as a white solid. 1H (400 MHz, d6-DMSO) δ: ppm; m/z (M+1) 202.21.

Provenance & Evidence