2-tert-Butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride → HCID 23659707, compound

Participants

Reaction Steps

Following the same procedure in Example 1, Step A, using 2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride (93 mg, 0.25 mmol), 3-cyclopropyl-1H-pyrazole (54 mg, 0.50 mmol) and DMAP (92 mg, 0.75 mmol) in MeCN (5 mL). The crude product was purified by MPLC using Hex/EtOAc (1:2) on silica gel to give 30 mg (27% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 0.62-0.75 (m, 2 H), 0.87-0.99 (m, 2 H), 1.43-1.59 (m, 4 H), 1.61 (s, 9 H), 1.81-1.96 (m, 1 H), 2.24-2.42 (m, 1 H), 3.31-3.39 (m, 2 H), 3.91 (m, 2 H), 4.43 (d, J=7.42 Hz, 2 H), 6.18 (d, J=2.73 Hz, 1H), 7.91 (d, J=8.8 Hz, 1 H), 7.95 (dd, J=8.7, 1.5 Hz, 1 H), 8.15 (d, J=2.73 Hz, 1 H), 8.28 (d, J=1.56 Hz, 1 H); MS (ESI) (M+H)+=442.8; Anal. Calcd for C23H30N4O3S+1.10 TFA+0.10H2O (569.31): C, 53.12; H, 5.54; N, 9.83. Found: C, 53.13; H, 5.62; N, 9.76.

Provenance & Evidence