Acetone → 5-((E)-(3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)methyl)-1-((7R,8aR)-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-7-yl)-1H-benzo[d]imidazol-2(3H)-one. tosylate salt

Participants

Reaction Steps

Dissolve 98.0 mg of 5-((E)-(3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)methyl)-1-((7R,8aR)-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-7-yl)-1H-benzo[d]imidazol-2(3H)-one (prepared essentially as described in Example 1) in 2.5 mL of DMAC. Add 1.2 eq. of p-toluenesulfonic acid monohydrate and stir until solution is clear and colorless. Add 2 mL of 88% acetone then 16 mL of water then evaporate to remove solvents. To the resulting clear oil, add 1 mL of acetone and sonicate. Dry the resulting gel to obtain an off-white solid. Dissolve the solid again in 1:10 THF:H2O and evaporate to obtain a clear oil then sonicate with 5 mL of acetonitrile. After a white solid precipitates, slurry the sample overnight. Filter and dry to obtain a solid.

Provenance & Evidence