Hydrochloric Acid → HCID 178482139, compound

Participants

Reaction Steps

N-(3-(3-(Methylamino)cyclohexyl)-1H-indol-5-yl)thiophene-2-carboximidamide [(−)-cis-enantiomer] (0.16 g, 0.45 mmol) was dissolved in minimum amount of methanol to which hydrochloric acid (1.00 mL, 1.00 mmol, 1M in diethyl ether) was added. The mixture was left to stir for 1 hour at room temperature and then the solvent evaporated and the solid dried under vacuum to give the product (0.16 g, 97%) as a light yellow solid. 1H-NMR (MeOH-d4) δ 1.27-1.71 (m, 5H), 1.99-2.33 (m, 3H), 2.47-2.52 (m, 1H), 2.72 (s, 3H), 2.96-3.09 (m, 1H), 7.16 (dd, 1H, J=2.1, 8.7 Hz), 7.25 (s, 1H), 7.38 (dd, 1H, J=4.2, 4.8 Hz), 7.56 (d, 1H, J=8.7 Hz), 7.73 (d, 1H, J=1.8 Hz), 8.05-8.07 (m, 2H); ESI-MS (m/z, %) 322 (100), 353 (MH+, free base, 50), ESI-HRMS calc. for C16H25N4O5 (MH+, free base), calculated: 353.1819. found: 353.1809.

Provenance & Evidence