Ethyl isothiocyanatoformate → HCID 24855568, compound

Participants

Reaction Conditions

Reaction Steps

Ethoxycarbonyl isothiocyanate (0.12 mL, 0.99 mmol) was added to 4-[(2-phenyl-2-pyridin-2-ylethyl)amino]-1H-imidazole-5-carboxamide (0.28 g, 0.9 mmol, obtained from Example 23(a)) in dry dichloromethane (10 mL) and dry methanol (0.11 mL). The mixture was stirred for 5 h and then concentrated, redissolved in aqueous potassium hydroxide (1.2 N, 7 mL) and heated at 80° C. for 3 h. After cooling to r.t., pH was adjusted to 7 using hydrochloric acid (2 N). The mixture was filtered and the solid was purified using preparative HPLC, giving the title compound 36 mg (11% yield) as a solid.

Provenance & Evidence