Dichloromethane → HCID 24987444, compound

Participants

Reaction Steps

To a stirred solution of [4-(2-phenoxy-phenylsulfamoyl)-benzoylamino]-acetic acid (Example 2.1/c) (36 mg, 0.085 mmol) in a mixture of dichloromethane (2 mL) and dimethylformamide (0.2 mL) and [1,4]diazepane-1-carboxylic acid tert-butyl ester (Fluka) (20 mg, 0.1 mmol), HBTU (46 mg, 0.12 mmol) and triethylamine (30 μL, 0.2 mmol) were added. The mixture was stirred at room temperature for 24 h, then purified by column chromatography using Kieselgel 60 (0.015-0.040 mm) as adsorbent (Merck) and gradient elution starting with 100% A eluent and processing to 100% B eluent over a period of 20 minutes (eluent A: n-hexane; eluent B: ethyl acetate). The purified compound was dissolved in ethyl acetate (0.5 mL) 2.5 M hydrogen chloride in ethyl acetate (2.0 mL) was added and the mixture was stirred at room temperature for 24 h. The precipitated product was filtered, washed with diethyl ether and dried in vacuum to yield 29 mg (62%) of the title compound. MS (EI) 509.2 (MH+).

Provenance & Evidence