Hydrochloric Acid → HCID 178431884, compound

Participants

Reaction Steps

A solution of (4-methylthien-3-yl)-1-trityl-imidazol-4-yl-methanol (2.5 g, 5.7 mmol) was combined with 1N HCl (6 mL) and Pd(OH)2 (1.25 g) in EtOH and hydrogenated (55 psi) at 50° C. for 48 hrs. The catalyst was removed by filtration through Dicalite, and the solvent was evaporated in vacuo. The residue was dissolved in water, washed twice with Et2 O, and then basified with Na2CO3 and extracted twice with EtOAc. The combined extracts were dried (K2CO3), filtered, and the solvent was evaporated. The residue was dissolved in 2-PrOH and combined with fumaric acid (0.57 g, 1 eq.). After standing overnight a white solid was collected and recrystallized from acetone to give the title compound m.p. 142°-144° C. 1H NMR (DMSO-d6) supported the assigned structure: δ2.15 (s, 3H), 3.75 (s, 2H), 6.6 (s, 2H), 6.75 (s, 1H), 7.05 (m, 1H), 7.15 (m, 1H), 7.65 (s, 1H). Elemental analysis: Calc. for C9H10N2S.C4H4O4C, 53.05; H, 4.79; N, 9.52. Found C, 53.03; H, 4.73; N, 9.38.

Provenance & Evidence