4-Methylpiperidine → HCID 23659300, 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 (72 mg, 0.19 mmol), 4-methylpiperidine (0.2 mL, 168 mg, 1.69 mmol) and DMAP (69 mg, 0.61 mmol) in MeCN (5 mL). The crude product was purified by MPLC using Hex/EtOAc (1:2) on silica gel to give 38 mg (45% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 0.90 (d, J=5.86 Hz, 3 H), 1.16-1.34 (m, 3 H), 1.49-1.64 (m, 4 H), 1.67 (s, 9 H), 1.67-1.73 (m, 2 H), 2.23-2.32 (m, 2 H), 2.33-2.44 (m, 1 H), 3.31-3.40 (m, 2 H), 3.73-3.82 (m, 2 H), 3.91-3.98 (m, 2 H), 4.52 (d, J=7.42 Hz, 2 H), 7.84 (dd, J=8.79, 1.76 Hz, 1 H), 8.03 (d, J=8.20 Hz, 1 H), 8.08 (d, J=1.17 Hz, 1 H); MS (ESI) (M+H)+=434.0; Anal. Calcd for C23H35N3O3S+1.10 TFA+0.40 CH3OH (571.86): C, 53.77; H, 6.65; N, 7.35. Found: C, 53.76; H, 6.69; N, 7.33.

Provenance & Evidence