N-bromobutanimide → HCID 24752432, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 9-methyl-3-pyridin-3-yl-3,9-diaza-bicyclo[3.3.1]nonane (1.38, 6.2 mmol) and acetonitrile (40 ml) was cooled to 0° C. N-bromo-succinimide (1.1 g, 6.2 mmol) in acetonitrile (20 ml) was added during 2 h. The mixture was stirred over night at room-temperature. The mixture was evaporated. Aqueous sodium hydroxide (20 ml, 1 M) was added followed by extraction with dichloromethane (3×10 ml). The product was purified by silica gel column chromatography using a solvent mixture of dichloromethane, methanol and aqueous ammonia (9:1:1%). Yield 900 mg (49%). LC-ESI-HRMS of [M+H]+ shows 296.0757 Da. Calc. 296.076235 Da, dev. −1.8 ppm.

Provenance & Evidence