Pyrazole → 5-(1H-pyrazol-1-ylsulfonyl)-2-tert-pentyl-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazole

Beteiligte Stoffe

Reaktionsschritte

Following the same procedure in Example 1, Step A, using 2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride e (287 mg, 0.746 mmol) (see following Steps B, C, D and E for preparation), pyrazol (152 mg, 2.24 mmol) and DMAP (182 mg, 1.49 mmol) in MeCN (15 mL). The crude product was purified by MPLC using Hex/EtOAc (3:7) on silica gel to give 305 mg (98%) of a white solid as the title compound. 1H NMR (400 MHz, CHLOROFORM-D) δ 0.73 (t, J=7.52 Hz, 3 H), 1.37-1.52 (m, 4 H), 1.54 (s, 6 H), 1.90 (q, J=7.49 Hz, 2 H), 2.20-2.34 (m, 1 H), 3.24-3.34 (m, 2 H), 3.87-3.90 (m, 2 H), 4.34 (d, J=7.62 Hz, 2 H), 6.47 (dd, J=2.73, 1.56 Hz, 1 H), 7.73 (dd, J=1.56, 0.59 Hz, 1 H), 7.76 (dd, J=8.79, 0.39 Hz, 1 H), 7.86 (dd, J=8.8, 1.8 Hz, 1 H), 8.22-8.27 (m, 1 H), 8.31 (dd, J=2.73, 0.59 Hz, 1 H); MS (ESI) (M+H)+=417.3; Anal. Calcd for C21H28N4O3S+0.1H2O (418.35): C, 60.29; H, 6.79; N, 13.39. Found: C, 60.32; H, 6.58; N, 13.77.

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