Benzenesulfonate → HCID 86656587, compound

Participants

Reaction Steps

A solution of benzenesulfonic acid monohydrate (698 mg, 3.84 mmol) in acetonitrile (12 mL) was added drop-wise to a stirred suspension of [4-(5-aminomethyl-2-fluorophenyl)piperidine-1-yl][7-fluoro-1-(2-methoxyethyl)-4-trifluoromethoxy-1H-indol-3-yl]methanone (2.0 g, 3.91 mmol) in acetonitrile (5 mL). The benzenesulfonate salt began to crystallize from the mixture as the last of the free base dissolved. After 2 h, the product was collected by filtration and washed with acetonitrile. The filter cake was allowed to dry overnight. The solids were broken up and dried in a vacuum oven @43-44° C. at 6.8-7.3″ of Hg with a nitrogen bleed for 7.5 h to give [4-(5-aminomethyl-2-fluorophenyl)piperidine-1-yl][7-fluoro-1-(2-methoxyethyl)-4-trifluoromethoxy-1H-indol-3-yl]methanone benzenesulfonate as a colorless solid: 2.27 g 1 (86.7%), mp=215-218° C. Anal. Calculated. For C25H26F5N3O3.C6H6O3S: C, 55.60; H, 4.82; N, 6.27. Found: C, 55.65; H, 4.65; N, 6.27. Karl Fischer: <0.10. Infrared spectral features (cm−1):

Provenance & Evidence