Cyanamide → HCID 178486149, compound

Participants

Reaction Steps

To a solution of N-[4-chloro-2-tert-butyldimethylsilyloxy-3-(N″,N″-dimethylaminosulfonyl)phenyl]-N′-(2,3dichlorophenyl)carbodiimide (270 mg, 0.47 mmol) in acetonitrile (5 mL) at room temperature, cyanamide (79 mg, 1.88 mmol) and N,N-diisopropylethylamine (76 mg, 0.56 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was diluted with a mixture of tetrahydrofuran (3 mL) and methanol (1 mL). Cesium fluoride (86 mg, 0.56 mmol) was added at 0° C. The reaction mixture was stirred at 0° C. for 3 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by Gilson HPLC to give the desired product (98 mg, 48%). EI-MS m/z 473.75(M+).

Provenance & Evidence