Methyl morpholine oxide → HCID 25120537, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-{[7-(trifluoromethyl)-1-vinylimidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol (33 mg, 0.099 mmol) in acetone-water (9:1, 1 mL), was added osmium tetroxide (2.5% wt. in t-BuOH, 53 mg, 0.05 mmol) and 4-methylmorpholine 4-oxide (25 mg, 0.20 mmol). The reaction mixture was stirred for 4 days at 30° C. under argon, and then a suspension of sodium periodate (85 mg, 0.40 mmol) in water (500 μL) was added. The mixture was stirred for one day at 30° C. under argon. Then it was filtered, washed with an aqueous saturated solution of Na2SO3 and extracted with ethyl acetate. The combined organic phases were dried over Na2SO4, concentrated in vacuo, filtered, concentrated to give, after purification by preparative TLC (dichloromethane/methanol 9/1), the title compound (24 mg, 70%) as a pale yellow solid.

Provenance & Evidence