Hydrochloric Acid → HCID 57808550, compound

Participants

Reaction Steps

To a solution of 6-(4-{[4-(6-fluoro-1H-benzimidazol-2-yl)piperidin-1-yl]methyl}phenyl)-5-phenylnicotinonitrile (3-1, 0.050 g, 0.103 mmol, prepared according to Scheme 1, but substituting the appropriate amine for (1-4)) in anhydrous THF (3 mL)@0° C. was added LiHMDS (1 M in THF, 0.513 mL, 0.513 mmol). The reaction was allowed to warm to rt and stirred for 1.5 hr. 1M HCl (1.5 mL) was added and reaction stirred for 30 min. 1M NaOH (3 mL) was then added and the resulting mixture was extracted with CH2Cl2 (3×15 mL). The combined organics were dried (anhd. Na2SO4), filtered, and concentrated. Resulting material was triturated with ether and dried in vacuo. HRMS m/z (M+H) Calcd: 505.7571, found: 505.2544.

Provenance & Evidence