2-Propanesulfonyl chloride → HCID 11525901, compound

Participants

Reaction Steps

4-[7-(2-Benzylamino-ethyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-ylmethyl]-benzonitrile (0.5 g, 1.33 mmol, from step (iii) above) was taken in 30 ml of DCM/10% aq. NaHCO3 (1:1) and stirred for 15 min. Isopropane sulfonyl chloride (0.28 g, 1.99 mmol) was added and stirring continued at RT for 1.5 h. The organic layer was separated, washed with brine and dried over sodium sulfate. Solvent evaporation under reduced pressure followed by purification over silica gel using 10% ethyl acetate in petroleum ether as eluent afforded the desired product (280 mg) as white solid. This was further purified by prep HPLC (0.1% TFA in acetonitrile), evaporated under reduced pressure, and the residue was partitioned between sat NaHCO3 and DCM. The organic layer was washed with brine and dried over sodium sulfate. Solvent evaporation under reduced pressure afforded the title compound (140 mg) as an off-white solid.

Provenance & Evidence