Water → HCID 66795622, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2.35 g (4.90 mmol) of N-[(6-{2-[(tert-butylamino)methyl]-1-naphthyl}pyridin-2-yl) methyl]-2,6-diisopropylaniline in 50 ml of THF 20.0 ml (14.8 mmol) of 0.74 M PhLi in ether was added by vigorous stirring at −78° C. The reaction mixture was heated to room temperature and stirred for 10 minutes. Further on, 2 ml of water was added, and the resulting mixture was poured into 50 ml of water. The crude product was extracted with 3×30 ml of ether. The organic extract was washed by 2×50 ml of water, dried over K2CO3, and then evaporated to dryness. The product was isolated by flash chromatography on silica gel 60 (40-63 um; eluent: dichloromethane-methanol-triethylamine=100:10:1, vol.). Yield 2.38 g (86%) of orange oil. Anal. calc. for C39H45N3: C, 84.28; H, 8.16; N, 7.56. Found: C, 84.41; H, 8.17; N, 7.38. For 1H NMR (in CDCl3) see FIG. 1—Bottom spectrum.

Provenance & Evidence