Triethylamine → HCID 67274582, compound

Participants

Reaction Steps

To a suspension of 5-chloro-benzo[b]thiophene-2-sulfonic acid amide (cf. Example 1a, 0.08 g, 0.32 mmol) in acetonitrile (3 mL) was added triethyamine (0.11 mL, 0.8 mmol) and, at 0-5° C., phenylchloroformate (0.061 g, 0.40 mmol). The mixture was stirred at rt for 2 h, and 1-(6-amino-4-methoxy-pyridin-2-yl)-3-methyl-urea (cf. Example 1b, 0.095 g, 0.52 mmol) was added. The reaction mixture was stirred at 55-60° C. for 3 h. After cooling to rt the solution was chromatographed directly over silica gel using dichloromethane/methanol as eluent. The compound containing fractions were evaporated. The crude compound was dissolved in a mixture of THF/methanol 1:1 (100 mL) and treated briefly with Amberlite IR-120 (H+). After filtration the filtrate was concentrated to obtain the title compound (0.066 g) as a colorless solid. MS (ISN): m/e 468.3, 470.1 (M−H)+

Provenance & Evidence