Cyanamide → HCID 10323136, compound

Participants

Reaction Steps

1-[2-(4-Isothiocyanato-phenoxy)-ethyl]-pyrrolidine (50 mg, 0.2 mmol) (from Example 5) and cyanamide (9.2 mg, 0.22 mmol) in acetonitrile (2 mL). Potassium t-butoxide solution (2 mL, 0.1M in tert-butanol, 0.2 mmol) was added and the solution stirred for 1 hour. 2-Bromo-1-(3-fluoro-phenyl)ethanone (44 mg, 2 mmol) (Maybridge Chemical.) was added and the solution was stirred at room temperature for 4 hours, poured into water, stirred for 1 hour, extracted with ethyl acetate, dried (Na2SO4) and concentrated to a solid. The crude product was purified by HPLC using a Waters Symmetry C-18 2×10 cm column with the following gradient: A (0.1% acetic acid in water), B (acetonitrile), A to B gradient (10 to 75% over 10 minutes), flow rate: 20 mL/minute. Mass spectrum (ES) MH+=427.

Provenance & Evidence