HCID 86637295, compound → HCID 86637294, compound

Participants

Reaction Steps

To a mixture of 4-(tert-butyl(dimethyl)silyl)oxy-1-(4-(2-chloropyrimidin-4-yl)-1H-pyrazol-1-yl)cyclohexylacetonitrile (1.8 g, 0.0042 mol) in acetonitrile (69.74 mL) was added fluorosilicic acid (2.0 M in water, 4.17 mL). The mixture was stirred at room temperature overnight. After evaporation of most of the solvent, the mixture was neutralized with aqueous sodium bicarbonate, extracted with ether. The organic layers were combined, washed with brine, dried over MgSO4, and concentrated to dryness. The residue (a 1:3.5 mixture of cis- and trans-isomers) was used directly in next step (1.20 g, 90.6%). LCMS (M+H) 318.3.

Provenance & Evidence