N-Methylcyclohexylamine → HCID 23659705, 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 (82 mg, 0.22 mmol), cyclohexyl(methyl)amine (50 mg, 0.44 mmol) and DMAP (54 mg, 0.44 mmol) in MeCN (4 mL). The crude product was purified by MPLC using Hex/EtOAc (1:1) on silica gel to give 58 mg (59% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 1.22-1.32 (m, 2 H), 1.33-1.44 (m, 4 H), 1.47-1.62 (m, 6 H), 1.65 (s, 9 H), 1.66-1.74 (m, 2 H), 2.27-2.44 (m, 1 H), 2.76 (s, 3 H), 3.29-3.38 (m, 2 H), 3.68-3.81 (m, 1 H), 3.87-3.97 (m, 2 H), 4.50 (d, J=7.42 Hz, 2 H), 7.89 (dd, J=8.79, 1.76 Hz, 1 H), 8.00 (d, J=8.79 Hz, 1 H), 8.12 (d, J=1.17 Hz, 1 H); MS (ESI) (M+H)+=448.0; Anal. Calcd for C24H37N3O3S+1.00 TFA+0.30 EtOAc+0.2H2O (591.70): C, 55.21; H, 6.95; N, 7.10. Found: C, 55.22; H, 6.85; N, 7.08.

Provenance & Evidence