Pyrrolidine → HCID 68665938, compound

Participants

Reaction Steps

Pyrrolidine (0.260 g, 3.66 mmol) was added to 1-{4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzyl}-1H-benzimidazole (0.250 g, 0.737 mmol) at 5° C. and the mixture was allowed to stir for 1 h, allowed to warm to room temperature and evaporated to dryness in vacuo. The resultant residue was purified by flash chromatography (silica, CHCl3:MeOH 98:2) to afford the free amine of the title product. The purified material was stirred under HCl/ether and concentrated in vacuo to provide the title product, identified by NMR and mass spectral analyses. 1H NMR (300 MHz, DMSO-d6): 0.99 (br s, 1H), 9.61 (br s, 1H), 7.99 (s, 1H), 7.99 (d, 2H), 7.76-7.93 (m, 2H), 7.59 (d, 2H), 7.46-7.56 (m, 2H), 5.80 (s, 2H), 4.51 (d, 2H), 3.42-3.54 (m, 2H), 3.17 (s, 2H), 1.81-2.05 (m, 4H). LCMS (ESI+) 375.14 (MH+).

Provenance & Evidence