Tetrahydrofuran → 4-((3-ethylphenyl)(5-phenyl-2-trityl-2H-1,2,4-triazol-3-yl)methylamino)benzonitrile

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Reaction Steps

BuLi (0.295 mL, 1.6 M in hexanes, 0.47 mmol) was added dropwise to a solution of 3-phenyl-1-trityl-1H-1,2,4-triazole (182 mg, 0.47 mmol) in THF (4 mL) at −78° C. The mixture was stirred for 10 min. A solution of Intermediate 380.1 (100 mg, 0.43 mmol) in THF (0.7 mL) was added dropwise. The mixture was warmed to ambient temperature over 1 h. Ammonium chloride (50 mg) was added and the mixture was concentrated. Purification by flash chromatrography afforded 215 mg of Intermediate 380.2. 1H NMR (400 MHz, CDCl3) δ ppm 1.18 (t, J=7.58 Hz, 3H) 2.52 (q, J=7.74 Hz, 2H) 5.09 (d, J=9.05 Hz, 1H) 6.93 (d, J=7.34 Hz, 1H) 6.98-7.10 (m, 1H) 7.11-7.20 (m, 3H) 7.20-7.27 (m, 8H) 7.33-7.48 (m, 12H) 8.06-8.18 (m, 3H).

Provenance & Evidence