Sodium hydride → HCID 178456381, compound

Participants

Reaction Steps

To a mixture of 200 mg (0.79 mmol) of trans-(4-isopropyl-piperazin-1-yl)-(4-hydroxy-cyclohexyl)-methanone (Intermediate 4) in 1 ml of DMA, 42 mg (0.96 mmol) of sodium hydride was added at room temperature and stirred for 30 min. To the mixture, 220 mg (1.59 mmol) of 6-chloronicotinonitrile (commercially available) was added and stirred at 100° C. for 24 h. The mixture was poured into saturated NaHCO3 solution., extracted with AcOEt. The organic layer was washed with water and brine, dried over MgSO4, and evaporated. The residue was purified by column chromatography on silica eluting with CH2Cl2 and methanol=from 98:2 to 95:5. The combined product fractions were evaporated to dryness to yield 33 mg (6%) of the title compound. MS (m/e): 357.1 (MH+).

Provenance & Evidence