Hydrogen Peroxide → HCID 58052573, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(4-fluoro-phenyl)-9-methanesulfonyl-5-methylene-6,7,8,9-tetrahydro-5H-1-oxa-9,10-diaza-cyclohepta[f]indene-3-carboxylic acid methylamide and 2-(4-fluoro-phenyl)-9-methanesulfonyl-5-methyl-8,9-dihydro-7H-1-oxa-9,10-diaza-cyclohepta[f]indene-3-carboxylic acid methylamide (30 mg) was added solution of BH3.THF in THF (1 M, 0.14 ml, 2 eq.) at 0° C. The mixture was stirred at 5° C. for 16 h. NaOH (10% aq. solution, 2 eq.) and H2O2 (30% aq. solution, 0.030 ml, 4 eq.) were slowly added. The mixture was stirred at rt for 2 h. The reaction mixture was then diluted with EtOAc and the layers were separated. The aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4), and concentrated in vacuo. The residue was purified using a Shimadzu preparative HPLC with a Waters XBridge C8 30×100 mm column and a water (containing 0.1% ammonium hydroxide)-acetonitrile mobile phase. Gradient 25-35% over 10 min.

Provenance & Evidence