Triethylamine → HCID 68522068, compound

Participants

Reaction Steps

4-{2-[7-(2-Amino-ethyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-ethoxy}-3-fluoro-benzonitrile hydrochloride salt (0.266 g, 0.6 mmol; prep N above) and 2,4-difluorobenzenesulfonyl chloride (0.170 g, 0.80 mmol) were dissolved in DCM (6 mL). Triethylamine (0.416 mL, 3 mmol) was added and the reaction mixture was stirred at room temperature for 20 h under a nitrogen atmosphere. The reaction mixture was concentrated and then redissolved in DCM (3 mL) and transferred to a phase separator. The DCM layer was washed with water (3 mL) and the layers were separated. The retained water was extracted with DCM (3 mL) and the layers were separated. The combined DCM fractions were concentrated under reduced pressure. The crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 173 mg (56%) of the title compound.

Provenance & Evidence