Dimethylacetamide → HCID 68809138, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-Chloro-2-(4-methylphenyl)-3-phenylpyridine (0.320 g, 1.144 mmol), zinc cyanide (0.081 g, 0.687 mmol), Pd2(dba)3 (0.063 g, 0.069 mmol), dppf (0.076 g, 0.137 mmol) and zinc (0.018 g, 0.275 mmol) in DMA (5 mL) was degassed (3×pump/N2) and heated to 150° C. for 20 hr. The reaction was then cooled to rt, concentrated, partitioned between EtOAc and water, and extracted 3× with EtOAc. The combined organics were dried (anhd. Na2SO4), filtered, and concentrated. Purfied by silica gel chromatography (0-20% EtOAc in Hexanes) to give the titled compound. 1H-NMR (500 MHz, CDCl3) δ 8.92 (d, 1H, J=2.0 Hz), 7.95 (d, 1H, J=2.2 Hz), 7.34-7.33 (m, 3H), 7.28-7.26 (1,2H), 7.20-7.18 (m, 2H), 7.07 (d, 2H, J=8.1 Hz), 2.33 (s, 3H) LRMS m/z (M+H) Calcd: 271.0, found: 271.0.

Provenance & Evidence