Cyclohexylamine → HCID 23659488, 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 (76 mg, 0.20 mmol), cyclohexylamine (57 uL, 50 mg, 0.50 mmol) and DMAP (82 mg, 0.67 mmol) in MeCN (5 mL). The crude product was purified by MPLC using Hex/EtOAc (1:2) on silica gel to give 39 mg (44% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 1.09-1.23 (m, 6 H), 1.49-1.59 (m, 4 H), 1.58-1.66 (m, 4 H), 1.68 (s, 9 H), 2.31-2.46 (m, 1 H), 2.96-3.10 (m, 1 H), 3.31-3.40 (m, 2 H), 3.90-3.99 (m, 2 H), 4.53 (d, J=7.42 Hz, 2 H), 7.99 (dd, J=8.7, 1.7 Hz, 1 H), 8.05 (d, J=8.8 Hz, 1 H), 8.21 (d, J=1.17 Hz, 1 H); MS (ESI) (M+H)+=434.0; Anal. Calcd for C23H35N3O3S+1.10 TFA+0.40 EtOAc+0.3H2O (599.69): C, 53.68; H, 6.71; N, 7.01. Found: C, 53.61; H, 6.74; N, 7.02.

Provenance & Evidence